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Volumn , Issue , 2014, Pages 233-277

Fluorinated thiophenes and their analogues

Author keywords

Fluorinated heterocycles; Fluorine; Synthesis; Thiophene; Trifluoromethyl group

Indexed keywords

FLUORINE; SYNTHESIS (CHEMICAL);

EID: 84948167992     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1007/978-3-319-04346-3_6     Document Type: Chapter
Times cited : (2)

References (188)
  • 1
    • 13444287828 scopus 로고    scopus 로고
    • Organic thin-film transistors based on carbonyl-functionalized quaterthiophenes: High mobility n-channel semiconductors and ambipolar transport
    • Yoon MH, DiBenedetto SA, Facchetti A, Marks TJ (2005) Organic thin-film transistors based on carbonyl-functionalized quaterthiophenes: high mobility n-channel semiconductors and ambipolar transport. J Am Chem Soc 127:1348–1349
    • (2005) J am Chem Soc , vol.127 , pp. 1348-1349
    • Yoon, M.H.1    DiBenedetto, S.A.2    Facchetti, A.3    Marks, T.J.4
  • 2
    • 40949096935 scopus 로고    scopus 로고
    • Chromophore fluorination enhances crystallization and stability of soluble anthradithiophene semiconductors
    • Subramanian S, Park SK, Parkin SR, Podzorov V, Jackson TN, Anthony JE (2008) Chromophore fluorination enhances crystallization and stability of soluble anthradithiophene semiconductors. J Am Chem Soc 130:2706–2707
    • (2008) J am Chem Soc , vol.130 , pp. 2706-2707
    • Subramanian, S.1    Park, S.K.2    Parkin, S.R.3    Podzorov, V.4    Jackson, T.N.5    Anthony, J.E.6
  • 3
    • 67849083348 scopus 로고    scopus 로고
    • Correlating carrier type with frontier molecular orbital energy levels in organic thin film transistors of functionalized acene derivatives
    • Tang ML, Reichardt AD, Wie P, Bao Z (2009) Correlating carrier type with frontier molecular orbital energy levels in organic thin film transistors of functionalized acene derivatives. J Am Chem Soc 131:5264–5273
    • (2009) J am Chem Soc , vol.131 , pp. 5264-5273
    • Tang, M.L.1    Reichardt, A.D.2    Wie, P.3    Bao, Z.4
  • 4
    • 33845276712 scopus 로고    scopus 로고
    • Electronegative oligothiophenes based on a hexafluorocyclopentene-annelated thiophene unit
    • Ie Y, Umemoto Y, Kaneda T, Aso Y (2006) Electronegative oligothiophenes based on a hexafluorocyclopentene-annelated thiophene unit. Org Lett 8:5381–5384
    • (2006) Org Lett , vol.8 , pp. 5381-5384
    • Ie, Y.1    Umemoto, Y.2    Kaneda, T.3    Aso, Y.4
  • 5
    • 34250658049 scopus 로고    scopus 로고
    • Electronegative oligothiophenes for n-type semiconductors: Difluoromethylene-bridged bithiophene and its oligomers
    • Ie Y, Nitani M, Ishikawa M, Nakayama K, Tada H, Kaneda T, Aso Y (2007) Electronegative oligothiophenes for n-type semiconductors: difluoromethylene-bridged bithiophene and its oligomers. Org Lett 9:2115–2118
    • (2007) Org Lett , vol.9 , pp. 2115-2118
    • Ie, Y.1    Nitani, M.2    Ishikawa, M.3    Nakayama, K.4    Tada, H.5    Kaneda, T.6    Aso, Y.7
  • 6
    • 13244277440 scopus 로고    scopus 로고
    • Tuning the electronic structure of conjugated polymers with fluoroalkyl substitution: Alternating alkyl/perfluoroalkyl-substituted polythiophene
    • Li L, Collard DM (2005) Tuning the electronic structure of conjugated polymers with fluoroalkyl substitution: alternating alkyl/perfluoroalkyl-substituted polythiophene. Macromolecules 38:372–378
    • (2005) Macromolecules , vol.38 , pp. 372-378
    • Li, L.1    Collard, D.M.2
  • 7
    • 6044272954 scopus 로고    scopus 로고
    • Building blocks for n-type molecular and polymeric electronics. Perfluoroalkyl- versus alkyl-functionalized oligothiophenes (nts; n =2-6). systematic synthesis, spectroscopy, electrochemistry, and solid-state organization
    • Facchetti A, Yoon MH, Stern CL, Hutchison GR, Ratner MA, Marks TJ (2004) Building blocks for n-type molecular and polymeric electronics. Perfluoroalkyl- versus alkyl-functionalized oligothiophenes (nTs; n =2-6). Systematic synthesis, spectroscopy, electrochemistry, and solid-state organization. J Am Chem Soc 126:13480–13501
    • (2004) J am Chem Soc , vol.126 , pp. 13480-13501
    • Facchetti, A.1    Yoon, M.H.2    Stern, C.L.3    Hutchison, G.R.4    Ratner, M.A.5    Marks, T.J.6
  • 8
    • 33746623332 scopus 로고    scopus 로고
    • Synthesis and characterization of perfluoroaryl-substituted siloles and thiophenes: A series of electron-deficient blue light emitting materials
    • Geramita K, McBee J, Shen Y, Radu N, Tilley TD (2006) Synthesis and characterization of perfluoroaryl-substituted siloles and thiophenes: a series of electron-deficient blue light emitting materials. Chem Mater 18:3261–3269
    • (2006) Chem Mater , vol.18 , pp. 3261-3269
    • Geramita, K.1    McBee, J.2    Shen, Y.3    Radu, N.4    Tilley, T.D.5
  • 9
    • 34249012818 scopus 로고    scopus 로고
    • Laterally fluorinated liquid crystals containing the 2,2′-bithiophene moiety
    • Matharu AS, Cowling SJ, Wright G (2007) Laterally fluorinated liquid crystals containing the 2,2′-bithiophene moiety. Liq Cryst 34:489–506
    • (2007) Liq Cryst , vol.34 , pp. 489-506
    • Matharu, A.S.1    Cowling, S.J.2    Wright, G.3
  • 15
    • 31344452776 scopus 로고    scopus 로고
    • Synthesis of trifluoromethyl-substituted heteroaromatic aldehydes
    • Popkov SV, Kuzenkov AV (2005) Synthesis of trifluoromethyl-substituted heteroaromatic aldehydes. Russ Chem Bull (Engl Transl) 54:1672–1674
    • (2005) Russ Chem Bull (Engl Transl) , vol.54 , pp. 1672-1674
    • Popkov, S.V.1    Kuzenkov, A.V.2
  • 16
    • 0031917154 scopus 로고    scopus 로고
    • Studies on anti-inflammatory agents. Vi. synthesis and pharmacological properties of 2,3-diarylthiophenes
    • Tsuji K, Nakamura K, Ogino T, Konishi N, Tojo T, Ochi T, Seki N, Matsuo M (1998) Studies on anti-inflammatory agents. VI. Synthesis and pharmacological properties of 2,3-diarylthiophenes. Chem Pharm Bull 46:279–286
    • (1998) Chem Pharm Bull , vol.46 , pp. 279-286
    • Tsuji, K.1    Nakamura, K.2    Ogino, T.3    Konishi, N.4    Tojo, T.5    Ochi, T.6    Seki, N.7    Matsuo, M.8
  • 17
    • 0348080703 scopus 로고    scopus 로고
    • Irie M (2000) Chem Rev 100:1685–1716
    • (2000) Chem Rev , vol.100 , pp. 1685-1716
    • Irie, M.1
  • 18
    • 0010073040 scopus 로고
    • Direct fluorination of thiophene and n-methylpyrrole
    • Crestoni ME, Fornarini S (1989) Direct fluorination of thiophene and N-methylpyrrole. Gazz Chim Ital 119:203–204
    • (1989) Gazz Chim Ital , vol.119 , pp. 203-204
    • Crestoni, M.E.1    Fornarini, S.2
  • 19
    • 0000059521 scopus 로고
    • The fluorination of five-membered heteroaromatic compounds with elemental fluorine
    • Cerichelli G, Crestoni ME, Fornarini S (1990) The fluorination of five-membered heteroaromatic compounds with elemental fluorine. Gazz Chim Ital 120:749–755
    • (1990) Gazz Chim Ital , vol.120 , pp. 749-755
    • Cerichelli, G.1    Crestoni, M.E.2    Fornarini, S.3
  • 20
    • 0021678404 scopus 로고
    • 7-(D, l-α-fluoro-2-thienylacetamido) cephalosporanic acid (l 14655), a new semisynthetic cephalosporin. synthesis and preliminary biological evaluation
    • Malabarba A, Somma S, Berti M, Cavalleri B (1984) 7-(D, L-α-fluoro-2-thienylacetamido) cephalosporanic acid (L 14655), a new semisynthetic cephalosporin. Synthesis and preliminary biological evaluation. Farmaco 39:1050–1060
    • (1984) Farmaco , vol.39 , pp. 1050-1060
    • Malabarba, A.1    Somma, S.2    Berti, M.3    Cavalleri, B.4
  • 21
    • 0034733119 scopus 로고    scopus 로고
    • Gaseous sf3 +: An efficient electrophilic monofluorinating agent for five-membered heteroaromatic compounds
    • Gozzo FC, Ifa DR, Eberlin MN (2000) Gaseous SF3 +: an efficient electrophilic monofluorinating agent for five-membered heteroaromatic compounds. J Org Chem 65:3920–3925
    • (2000) J Org Chem , vol.65 , pp. 3920-3925
    • Gozzo, F.C.1    Ifa, D.R.2    Eberlin, M.N.3
  • 25
    • 49249143479 scopus 로고
    • Highly fluorinated heterocycles. Part xiv. the conversion of 2,2,5,5-tetrafluoro-3-thiolen into 2,5-difluorothiophene: An apparent example of the thermal elimination of molecular fluorine
    • Burdon J, Parsons IW (1979) Highly fluorinated heterocycles. Part XIV. The conversion of 2,2,5,5-tetrafluoro-3-thiolen into 2,5-difluorothiophene: an apparent example of the thermal elimination of molecular fluorine. J Fluor Chem 13:159–162
    • (1979) J Fluor Chem , vol.13 , pp. 159-162
    • Burdon, J.1    Parsons, I.W.2
  • 28
    • 37549030949 scopus 로고    scopus 로고
    • A convenient and efficient preparation of 2-acetyl-4,5-difluorothiophene
    • Lai G, Guo T (2008) A convenient and efficient preparation of 2-acetyl-4,5-difluorothiophene. Synth Comm 38:72–76
    • (2008) Synth Comm , vol.38 , pp. 72-76
    • Lai, G.1    Guo, T.2
  • 29
    • 0042334819 scopus 로고    scopus 로고
    • Shape selective recognition of t · a base pairs by hairpin polyamides containing n-terminal 3-methoxy (And 3-chloro) thiophene residues
    • Foister S, Marques MA, Doss RM, Dervan PB (2003) Shape selective recognition of T · A base pairs by hairpin polyamides containing N-terminal 3-methoxy (and 3-chloro) thiophene residues. Bioorg Med Chem 11:4333–4335
    • (2003) Bioorg Med Chem , vol.11 , pp. 4333-4335
    • Foister, S.1    Marques, M.A.2    Doss, R.M.3    Dervan, P.B.4
  • 33
    • 0008345571 scopus 로고
    • Nuclear magnetic resonance of aromatic heterocycles. Iii. on the synthesis of substituted fluorothiophenes
    • Gronowitz S, Rosén U (1971) Nuclear magnetic resonance of aromatic heterocycles. III. On the synthesis of substituted fluorothiophenes. Chem Scr 1:33–43
    • (1971) Chem Scr , vol.1 , pp. 33-43
    • Gronowitz, S.1    Rosén, U.2
  • 35
    • 4444316933 scopus 로고    scopus 로고
    • The synthesis of difluoro and dimethyl derivatives of 2,6-bis(Dicyanomethylene)-2,6-dihydro-4h-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one (cpdt-tcnq) and the conducting properties of the metallic salts based on the dimethyl derivative
    • Chonan T, Takahashi K (2004) The synthesis of difluoro and dimethyl derivatives of 2,6-bis(dicyanomethylene)-2,6-dihydro-4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one (CPDT-TCNQ) and the conducting properties of the metallic salts based on the dimethyl derivative. Bull Chem Soc Jpn 77:1487–1497
    • (2004) Bull Chem Soc Jpn , vol.77 , pp. 1487-1497
    • Chonan, T.1    Takahashi, K.2
  • 36
    • 0031528157 scopus 로고    scopus 로고
    • A facile synthesis of 3-fluorothiophene-2-carboxylic acid
    • Taylor EC, Zhou P (1997) A facile synthesis of 3-fluorothiophene-2-carboxylic acid. Org Prep Proced Int 29:221–223
    • (1997) Org Prep Proced Int , vol.29 , pp. 221-223
    • Taylor, E.C.1    Zhou, P.2
  • 37
    • 67650555653 scopus 로고    scopus 로고
    • Highly efficient solar cell polymers developed via fine-tuning of structural and electronic properties
    • Liang Y, Feng D, Wu Y, Tsai ST, Li G, Ray C, Yu L (2009) Highly efficient solar cell polymers developed via fine-tuning of structural and electronic properties. J Am Chem Soc 131:7792–7799
    • (2009) J am Chem Soc , vol.131 , pp. 7792-7799
    • Liang, Y.1    Feng, D.2    Wu, Y.3    Tsai, S.T.4    Li, G.5    Ray, C.6    Yu, L.7
  • 38
    • 79960345856 scopus 로고    scopus 로고
    • New low band gap thieno[3,4-b]thiophene-based polymers with deep homo levels for organic solar cells
    • Wakim S, Alem S, Li Zh, Zhang Y, Tse SC, Lu J, Ding J, Tao Y (2012) New low band gap thieno[3,4-b]thiophene-based polymers with deep HOMO levels for organic solar cells. J Mater Chem 21:10920–10928
    • (2012) J Mater Chem , vol.21 , pp. 10920-10928
    • Wakim, S.1    Alem, S.2    Li, Z.3    Zhang, Y.4    Tse, S.C.5    Lu, J.6    Ding, J.7    Tao, Y.8
  • 39
    • 0034803520 scopus 로고    scopus 로고
    • Tetradecafluorosexithiophene: The first perfluorinated oligothiophene
    • Sakamoto Y, Komatsu S, Suzuki T (2001) Tetradecafluorosexithiophene: the first perfluorinated oligothiophene. J Am Chem Soc 123:4643–4644
    • (2001) J am Chem Soc , vol.123 , pp. 4643-4644
    • Sakamoto, Y.1    Komatsu, S.2    Suzuki, T.3
  • 40
    • 0009636649 scopus 로고
    • Preparation of fluorothiophene
    • Van Vleck RT (1949) Preparation of fluorothiophene. J Am Chem Soc 71:3256–3257
    • (1949) J am Chem Soc , vol.71 , pp. 3256-3257
    • Van Vleck, R.T.1
  • 41
    • 67349241954 scopus 로고    scopus 로고
    • Cascade iodination-fluorination synthesis of 2-fluorothiophene and 5-fluoro-2-thienyliodonium salts
    • Onys’ko PP, Kim TV, Kiseleva OI, Rassukana YV, Gakh AA (2009) Cascade iodination-fluorination synthesis of 2-fluorothiophene and 5-fluoro-2-thienyliodonium salts. J Fluor Chem 130:501–504
    • (2009) J Fluor Chem , vol.130 , pp. 501-504
    • Onys’ko, P.P.1    Kim, T.V.2    Kiseleva, O.I.3    Rassukana, Y.V.4    Gakh, A.A.5
  • 42
    • 0033851056 scopus 로고    scopus 로고
    • An improved synthesis of 5-fluorothiophene-2-carboxylic acid
    • Chambers RJ, Marfat A (2000) An improved synthesis of 5-fluorothiophene-2-carboxylic acid. Synth Comm 30:3629–3632
    • (2000) Synth Comm , vol.30 , pp. 3629-3632
    • Chambers, R.J.1    Marfat, A.2
  • 43
    • 0028266955 scopus 로고
    • A convenient synthesis of 3-fluorothiophene
    • Kassmi AE, Fache F, Lemaire M (1994) A convenient synthesis of 3-fluorothiophene. Synth Comm 24:95–101
    • (1994) Synth Comm , vol.24 , pp. 95-101
    • Kassmi, A.E.1    Fache, F.2    Lemaire, M.3
  • 44
    • 0000554539 scopus 로고
    • The behaviour of vicinal alkyl aminothiophenecarboxylates in the sandmeyer and schiemann reaction
    • Corral C, Lasso A, Lissavetzky J, Alvarez-Isúa AS, Valdeolmillos AM (1985) The behaviour of vicinal alkyl aminothiophenecarboxylates in the sandmeyer and schiemann reaction. Heterocycles 23:1431–1435
    • (1985) Heterocycles , vol.23 , pp. 1431-1435
    • Corral, C.1    Lasso, A.2    Lissavetzky, J.3    Alvarez-Isúa, A.S.4    Valdeolmillos, A.M.5
  • 45
    • 0035842160 scopus 로고    scopus 로고
    • Ring fluorinated thiophenes: Applications to liquid crystal synthesis
    • Kiryanov A, Seed AJ, Sampson P (2001) Ring fluorinated thiophenes: applications to liquid crystal synthesis. Tetrahedron Lett 42:8797–8800
    • (2001) Tetrahedron Lett , vol.42 , pp. 8797-8800
    • Kiryanov, A.1    Seed, A.J.2    Sampson, P.3
  • 46
    • 49649104011 scopus 로고    scopus 로고
    • A facile and improved synthesis of 3-fluorothiophene
    • Pomerantz M, Turkman N (2008) A facile and improved synthesis of 3-fluorothiophene. Synthesis 2008:2333–2336.
    • (2008) Synthesis , vol.2008 , pp. 2333-2336
    • Pomerantz, M.1    Turkman, N.2
  • 47
    • 0032571045 scopus 로고    scopus 로고
    • 3-chloro-4-fluorothiophene-1,1-dioxide. A new synthetically useful fluorodiene
    • Dmowski W, Manko VA, Nowak I (1998) 3-Chloro-4-fluorothiophene-1,1-dioxide. A new synthetically useful fluorodiene. J Fluor Chem 88:143–151
    • (1998) J Fluor Chem , vol.88 , pp. 143-151
    • Dmowski, W.1    Manko, V.A.2    Nowak, I.3
  • 48
    • 0003053294 scopus 로고
    • 3-trifluoromethylthiophens from hexafluoroacetone
    • Burger K, Helmreich B, Jendrewski O (1994) 3-Trifluoromethylthiophens from hexafluoroacetone. J Fluorine Chem 66:13–15
    • (1994) J Fluorine Chem , vol.66 , pp. 13-15
    • Burger, K.1    Helmreich, B.2    Jendrewski, O.3
  • 49
    • 0000482555 scopus 로고
    • Synthesis of 2-fluoro-3-trifluoromethylthiophene and 3-trifluoromethylthiophene from hexafluoroacetone
    • Burger K, Helmreich B, Popkova VY, German LS (1994) Synthesis of 2-fluoro-3-trifluoromethylthiophene and 3-trifluoromethylthiophene from hexafluoroacetone. Heterocycles 39:819–832
    • (1994) Heterocycles , vol.39 , pp. 819-832
    • Burger, K.1    Helmreich, B.2    Popkova, V.Y.3    German, L.S.4
  • 50
    • 0342303150 scopus 로고
    • Regiospecific α-hexafluoroisopropylidenation of ketones using hexafluoroacetone
    • Ishihara T, Shinjo H, Inoue Y, Ando T (1983) Regiospecific α-hexafluoroisopropylidenation of ketones using hexafluoroacetone. J Fluor Chem 22:1–19
    • (1983) J Fluor Chem , vol.22 , pp. 1-19
    • Ishihara, T.1    Shinjo, H.2    Inoue, Y.3    Ando, T.4
  • 51
    • 0031562049 scopus 로고    scopus 로고
    • Reaction of thioglycolate with α-fluoro-β-(Phenylthio)enones (or-enals): Synthesis of substituted β-carboxy-γ-fluorothiophenes
    • Andrès DF, Laurent EG, Marquet BS (1997) Reaction of thioglycolate with α-fluoro-β-(phenylthio)enones (or-enals): synthesis of substituted β-carboxy-γ-fluorothiophenes. Tetrahedron Lett 38:1049–1052
    • (1997) Tetrahedron Lett , vol.38 , pp. 1049-1052
    • Andrès, D.F.1    Laurent, E.G.2    Marquet, B.S.3
  • 52
    • 0026031236 scopus 로고
    • Synthesis and structure-activity relationships of benzo[b]thienylallylamine antimycotics
    • Nussbaumer P, Petranyi G, Stütz A (1991) Synthesis and structure-activity relationships of benzo[b]thienylallylamine antimycotics. J Med Chem 34:65–73
    • (1991) J Med Chem , vol.34 , pp. 65-73
    • Nussbaumer, P.1    Petranyi, G.2    Stütz, A.3
  • 53
    • 0002981914 scopus 로고
    • Etude preliminaire de la difluorodiazine n2f2 comme agent de fluoration en synthese organique; conversion de quelques cetones cycliques en α-fluorocetones
    • Bensoam J, Mathey F (1977) Etude preliminaire de la difluorodiazine N2F2 comme agent de fluoration en synthese organique; conversion de quelques cetones cycliques en α-fluorocetones. Tetrahedron Lett 32:2797–2800
    • (1977) Tetrahedron Lett , vol.32 , pp. 2797-2800
    • Bensoam, J.1    Mathey, F.2
  • 54
    • 13844292454 scopus 로고    scopus 로고
    • Aromatic ring-opening of 2-fluorobenzothiophenes by alkyllithiums
    • Belley M, Douida Z, Mancuso J, De Vleeschauwer M (2005) Aromatic ring-opening of 2-fluorobenzothiophenes by alkyllithiums. Synlett 2005:247–250
    • (2005) Synlett , vol.2005 , pp. 247-250
    • Belley, M.1    Douida, Z.2    Mancuso, J.3    De Vleeschauwer, M.4
  • 55
    • 79951546202 scopus 로고    scopus 로고
    • Synthesis of fluorinated polythienothiophene-co-benzodithiophenes and effect of fluorination on the photovoltaic properties
    • Son HJ, Wang W, Xu T, Liang Y, Wu Y, Li G, Yu L (2011) Synthesis of fluorinated polythienothiophene-co-benzodithiophenes and effect of fluorination on the photovoltaic properties. J Am Chem Soc 133:1885–1894
    • (2011) J am Chem Soc , vol.133 , pp. 1885-1894
    • Son, H.J.1    Wang, W.2    Xu, T.3    Liang, Y.4    Wu, Y.5    Li, G.6    Yu, L.7
  • 56
    • 0000256371 scopus 로고    scopus 로고
    • 5-endo-trigonal cyclization of o- substituted gem-difluorostyrenes: Syntheses of 2-fluorinated indoles, benzo[b]furans and benzo[b]thiophenes
    • Ischikawa J, Wada Y, Okauchi T, Minami T (1997) 5-endo-Trigonal cyclization of o- substituted gem-difluorostyrenes: syntheses of 2-fluorinated indoles, benzo[b]furans and benzo[b]thiophenes. Chem Comm 1537–1538
    • (1997) Chem Comm , pp. 1537-1538
    • Ischikawa, J.1    Wada, Y.2    Okauchi, T.3    Minami, T.4
  • 57
    • 0036395596 scopus 로고    scopus 로고
    • The nucleophilic 5-endo-trig cyclization of 1,1-difluoro-1-alkenes: Ring-fluorinated hetero- and carbocycle synthesis and remarkable effect of the vinylic fluorines on the disfavored process
    • Ischikawa J, Wada Y, Fujiwara M, Sakoda K (2002) The nucleophilic 5-endo-trig cyclization of 1,1-difluoro-1-alkenes: ring-fluorinated hetero- and carbocycle synthesis and remarkable effect of the vinylic fluorines on the disfavored process. Synthesis 2002:1917–1936
    • (2002) Synthesis , vol.2002 , pp. 1917-1936
    • Ischikawa, J.1    Wada, Y.2    Fujiwara, M.3    Sakoda, K.4
  • 59
    • 79957517657 scopus 로고    scopus 로고
    • Electrosynthesis of fluorinated benzo[b]thiophene derivatives
    • Yin B, Inagi S, Fuchigami T (2011) Electrosynthesis of fluorinated benzo[b]thiophene derivatives. Synlett 2011:1313–1317
    • (2011) Synlett , vol.2011 , pp. 1313-1317
    • Yin, B.1    Inagi, S.2    Fuchigami, T.3
  • 60
    • 0001006804 scopus 로고
    • Synthesis of polyfluorinated heterocycles by indirect fluorination with silver fluorides. V. fluorothiophene
    • Ulrich H, Kober E, Rätz R, Schroeder H, Grundmann C (1962) Synthesis of polyfluorinated heterocycles by indirect fluorination with silver fluorides. V. Fluorothiophene. J Org Chem 27:2593–2595
    • (1962) J Org Chem , vol.27 , pp. 2593-2595
    • Ulrich, H.1    Kober, E.2    Rätz, R.3    Schroeder, H.4    Grundmann, C.5
  • 61
    • 0001565604 scopus 로고
    • Synthesis and polymerization of ethynylthiophenes and ethynylfurans containing trifluoromethyl groups
    • Nishida M, Fujii S, Aoki T, Hayakawa Y (1990) Synthesis and polymerization of ethynylthiophenes and ethynylfurans containing trifluoromethyl groups. J Fluor Chem 46:445–459
    • (1990) J Fluor Chem , vol.46 , pp. 445-459
    • Nishida, M.1    Fujii, S.2    Aoki, T.3    Hayakawa, Y.4
  • 62
    • 11644267091 scopus 로고
    • Gas-phase heteroaromatic substitution. Reaction of free trifluoromethyl cation with simple five-membered heteroarenes in the gas phase
    • Bucci R, Laguzzi G, Pompili ML, Speranza M (1991) Gas-phase heteroaromatic substitution. Reaction of free trifluoromethyl cation with simple five-membered heteroarenes in the gas phase. J Am Chem Soc 113:4544–4550
    • (1991) J am Chem Soc , vol.113 , pp. 4544-4550
    • Bucci, R.1    Laguzzi, G.2    Pompili, M.L.3    Speranza, M.4
  • 63
    • 1042302200 scopus 로고    scopus 로고
    • The gas-phase reaction of the cf3 radical with thiophene
    • Herrera OS, Nieto JD, Lane SI, Oexler EV (2003) The gas-phase reaction of the CF3 radical with thiophene. Can J Chem 81:1477–1481
    • (2003) Can J Chem , vol.81 , pp. 1477-1481
    • Herrera, O.S.1    Nieto, J.D.2    Lane, S.I.3    Oexler, E.V.4
  • 64
    • 0002229560 scopus 로고
    • Perfluoroalkylation of aromatic compounds with rfi(Ph)oso2cf3
    • Umemoto T, Kuriu Y, Shuyama H (1981) Perfluoroalkylation of aromatic compounds with RfI(Ph)OSO2CF3. Chem Lett 10:1663–1666
    • (1981) Chem Lett , vol.10 , pp. 1663-1666
    • Umemoto, T.1    Kuriu, Y.2    Shuyama, H.3
  • 65
    • 10844228942 scopus 로고
    • Synthesis of double fits reagents
    • Umemoto T, Nakamura T (1984) Synthesis of double FITS reagents. Chem Lett 13:983–984
    • (1984) Chem Lett , vol.13 , pp. 983-984
    • Umemoto, T.1    Nakamura, T.2
  • 66
    • 45149137772 scopus 로고
    • Trifluoromethylierungsreaktionen von cf3i, te(Cf3)2, sb(cf3)3, hg(cf3)2, und cd(cf3)2 · d mit furan, thiophen, pyrrol und p-benzochinon
    • Naumann D, Kischkewitz J (1990) Trifluoromethylierungsreaktionen von CF3I, Te(CF3)2, Sb(CF3)3, Hg(CF3)2, und Cd(CF3)2 · D mit Furan, Thiophen, Pyrrol und p-Benzochinon. J Fluor Chem 46:265–281
    • (1990) J Fluor Chem , vol.46 , pp. 265-281
    • Naumann, D.1    Kischkewitz, J.2
  • 67
    • 0001170863 scopus 로고
    • Fluoroalkylation of aromatic compounds
    • Cowell A, Tamborski C (1981) Fluoroalkylation of aromatic compounds. J Fluor Chem 17:345–356
    • (1981) J Fluor Chem , vol.17 , pp. 345-356
    • Cowell, A.1    Tamborski, C.2
  • 69
    • 0001031162 scopus 로고    scopus 로고
    • New methods of free-radical perfluoroalkylation of aromatics and alkenes. Absolute rate constants and partial rate factors for the homolytic aromatic substitution by n-perfluorobutyl radical
    • Bravo A, Bjørsvik HR, Fontana F, Liguori L, Mele A, Minisci F (1997) New methods of free-radical perfluoroalkylation of aromatics and alkenes. Absolute rate constants and partial rate factors for the homolytic aromatic substitution by n-perfluorobutyl radical. J Org Chem 62:7128–7136
    • (1997) J Org Chem , vol.62 , pp. 7128-7136
    • Bravo, A.1    Bjørsvik, H.R.2    Fontana, F.3    Liguori, L.4    Mele, A.5    Minisci, F.6
  • 70
    • 45149140245 scopus 로고
    • Trifluoromethylation of aromatic compounds with bis(Trifluoroacetyl) peroxide
    • Sawada H, Nakayama M, Yoshida M, Yoshida T, Kamigata N (1990) Trifluoromethylation of aromatic compounds with bis(trifluoroacetyl) peroxide. J Fluor Chem 46:423–431
    • (1990) J Fluor Chem , vol.46 , pp. 423-431
    • Sawada, H.1    Nakayama, M.2    Yoshida, M.3    Yoshida, T.4    Kamigata, N.5
  • 71
    • 0000266968 scopus 로고
    • Perfluoroalkylation of furan, thiophene, and pyridines with bis(Heptafluorobutyryl) peroxide
    • Sawada H, Yoshida M, Hagii H, Aoshima K, Kobayashi M (1986) Perfluoroalkylation of furan, thiophene, and pyridines with bis(heptafluorobutyryl) peroxide. Bull Chem Soc Jpn 59:215–219
    • (1986) Bull Chem Soc Jpn , vol.59 , pp. 215-219
    • Sawada, H.1    Yoshida, M.2    Hagii, H.3    Aoshima, K.4    Kobayashi, M.5
  • 72
    • 0001379123 scopus 로고
    • Heptafluoropropylation of various substituted thiophenes with bis(Heptafluorobutyryl) peroxide. preparation of 3-heptafluoropropylthiophene
    • Yoshida M, Yoshida T, Kamigata N, Kobayashi M (1988) Heptafluoropropylation of various substituted thiophenes with bis(heptafluorobutyryl) peroxide. Preparation of 3-heptafluoropropylthiophene. Bull Chem Soc Jpn 61:3549–3552
    • (1988) Bull Chem Soc Jpn , vol.61 , pp. 3549-3552
    • Yoshida, M.1    Yoshida, T.2    Kamigata, N.3    Kobayashi, M.4
  • 73
    • 44949279825 scopus 로고
    • Synthesis of aromatic compounds containing perfluorooxa-alkyl groups
    • Sawada H, Nakayama M (1991) Synthesis of aromatic compounds containing perfluorooxa-alkyl groups. J Fluor Chem 51:117–129
    • (1991) J Fluor Chem , vol.51 , pp. 117-129
    • Sawada, H.1    Nakayama, M.2
  • 74
    • 0001662082 scopus 로고
    • Nucleophilic displacement of bis(Perfluoroalkanoyl) peroxides with perfluoroalkanoate
    • Yoshida M, Sasage S, Kamigata N, Sawada H, Nakayama M (1989) Nucleophilic displacement of bis(perfluoroalkanoyl) peroxides with perfluoroalkanoate. Bull Chem Soc Jpn 62:2416–2418
    • (1989) Bull Chem Soc Jpn , vol.62 , pp. 2416-2418
    • Yoshida, M.1    Sasage, S.2    Kamigata, N.3    Sawada, H.4    Nakayama, M.5
  • 75
    • 0000260985 scopus 로고
    • Direct fluoroalkylation of aromatic compounds catalyzed by tetrakis(Triphenylphosphine)nickel
    • Zhou QL, Huang YZ (1989) Direct fluoroalkylation of aromatic compounds catalyzed by tetrakis(triphenylphosphine)nickel. J Fluor Chem 43:385–392
    • (1989) J Fluor Chem , vol.43 , pp. 385-392
    • Zhou, Q.L.1    Huang, Y.Z.2
  • 76
    • 80054701792 scopus 로고    scopus 로고
    • Silver-mediated trifluoromethylation of arenes using tmscf3
    • Ye Y, Lee SH, Sanford MS (2011) Silver-mediated trifluoromethylation of arenes using TMSCF3. Org Lett 13:5464–5467
    • (2011) Org Lett , vol.13 , pp. 5464-5467
    • Ye, Y.1    Lee, S.H.2    Sanford, M.S.3
  • 77
    • 0000199331 scopus 로고
    • Polufluoroalkylation of bromoheterocyclic compounds via perfluoroalkylcopper intermediates
    • Chen GJ, Tamborski C (1990) Polufluoroalkylation of bromoheterocyclic compounds via perfluoroalkylcopper intermediates. J Fluor Chem 46:137–159
    • (1990) J Fluor Chem , vol.46 , pp. 137-159
    • Chen, G.J.1    Tamborski, C.2
  • 78
    • 0026501144 scopus 로고
    • Fluorinated organometallics: Perfluoroalkyl and functionalized perfluoroalkyl organometallic reagents in organic synthesis
    • Burton DJ, Yang ZY (1992) Fluorinated organometallics: perfluoroalkyl and functionalized perfluoroalkyl organometallic reagents in organic synthesis. Tetrahedron 48:189–275
    • (1992) Tetrahedron , vol.48 , pp. 189-275
    • Burton, D.J.1    Yang, Z.Y.2
  • 79
    • 67549150783 scopus 로고    scopus 로고
    • Aromatic trifluoromethylation catalytic in copper
    • Oishi M, Kondo H, Amii H (2009) Aromatic trifluoromethylation catalytic in copper. Chem Comm 1909–1911
    • (2009) Chem Comm , pp. 1909-1911
    • Oishi, M.1    Kondo, H.2    Amii, H.3
  • 80
    • 33846116780 scopus 로고    scopus 로고
    • Rapid synthesis and fluorous-phase purification of α-perfluorohexyloligothiophenes
    • McCairn MC, Turner ML (2007) Rapid synthesis and fluorous-phase purification of α-perfluorohexyloligothiophenes. Tetrahedron Lett 48:1045–1047
    • (2007) Tetrahedron Lett , vol.48 , pp. 1045-1047
    • McCairn, M.C.1    Turner, M.L.2
  • 81
    • 0038687969 scopus 로고
    • An efficient electrochemical trifluoromethylation of aromatic halides with bromotrifluoromethane and a sacrificial copper anode an efficient electrochemical trifluoromethylation of aromatic halides with bromotrifluoromethane and a sacrificial copper anode
    • Paratian JM, Sibille S, Périchon J (1992) An efficient electrochemical trifluoromethylation of aromatic halides with bromotrifluoromethane and a sacrificial copper anode an efficient electrochemical trifluoromethylation of aromatic halides with bromotrifluoromethane and a sacrificial copper anode. J Chem Soc Chem Comm 53–54
    • (1992) J Chem Soc Chem Comm , pp. 53-54
    • Paratian, J.M.1    Sibille, S.2    Périchon, J.3
  • 82
    • 0342511918 scopus 로고
    • Electrosynthesis of (Trifluoromethyl)copper complexes from bromotrifluoromethane: Reactivities with various organic halides
    • Paratian JM, Labbé E, Sibille S, Périchon J (1995) Electrosynthesis of (trifluoromethyl)copper complexes from bromotrifluoromethane: reactivities with various organic halides. J Organometallic Chem 489:137–143
    • (1995) J Organometallic Chem , vol.489 , pp. 137-143
    • Paratian, J.M.1    Labbé, E.2    Sibille, S.3    Périchon, J.4
  • 84
    • 37049126396 scopus 로고
    • (1969) (perfluoroacy1)thiophens. part ii. fluorination of hexafluoro-1,3-di-(2-thenoy1)propane
    • Jones E, Moodie IM (1969) (Perfluoroacy1)thiophens. Part II. Fluorination of hexafluoro-1,3-di-(2-thenoy1)propane. J Chem Soc C 1969:2051–2053
    • (1969) J Chem Soc C , pp. 2051-2053
    • Jones, E.1    Moodie, I.M.2
  • 85
    • 0000917241 scopus 로고
    • Copper-mediated perfluoroalkylation of halogenothiophenes
    • Leroy J, Rubinstein M, Wakselman C (1985) Copper-mediated perfluoroalkylation of halogenothiophenes. J Fluor Chem 27:291–298
    • (1985) J Fluor Chem , vol.27 , pp. 291-298
    • Leroy, J.1    Rubinstein, M.2    Wakselman, C.3
  • 86
    • 1142281165 scopus 로고    scopus 로고
    • Tuning the electronic structure and solubility of conjugated polymers with perfluoroalkyl substituents: Poly(3-perfluorooctylthiophene), the first supercritical co2-soluble conjugated polymer
    • Li L, Counts KE, Kurosawa S, Teja AS, Collard DM (2004) Tuning the electronic structure and solubility of conjugated polymers with perfluoroalkyl substituents: poly(3-perfluorooctylthiophene), the first supercritical CO2-soluble conjugated polymer. Adv Mater 16:180–183
    • (2004) Adv Mater , vol.16 , pp. 180-183
    • Li, L.1    Counts, K.E.2    Kurosawa, S.3    Teja, A.S.4    Collard, D.M.5
  • 88
    • 0039049722 scopus 로고
    • Synthesis, characterization, and oxidative polymerization of 3-(Fluoromethyl)thiophenes
    • Ritter SK, Noftle RE, Ward AE (1993) Synthesis, characterization, and oxidative polymerization of 3-(fluoromethyl)thiophenes. Chem Mater 5:752–754
    • (1993) Chem Mater , vol.5 , pp. 752-754
    • Ritter, S.K.1    Noftle, R.E.2    Ward, A.E.3
  • 89
    • 0000139381 scopus 로고
    • Trifluoromethylation of organic halides with methyl halodifluoroacetates. A process via difluorocarbene and trifluoromethide intermediates
    • Duan JX, Su DB, Chen QY (1993) Trifluoromethylation of organic halides with methyl halodifluoroacetates. A process via difluorocarbene and trifluoromethide intermediates. J Fluor Chem 61:279–284
    • (1993) J Fluor Chem , vol.61 , pp. 279-284
    • Duan, J.X.1    Su, D.B.2    Chen, Q.Y.3
  • 91
    • 79951790435 scopus 로고    scopus 로고
    • Copper-catalyzed trifluoromethylation of aryl iodides with potassium (Trifluoromethyl)trimethoxyborate
    • Knauber T, Arikan F, Röschenthaler GV, Gooßen LJ (2011) Copper-catalyzed trifluoromethylation of aryl iodides with potassium (trifluoromethyl)trimethoxyborate. Chem Eur J 17:2689–2697
    • (2011) Chem Eur J , vol.17 , pp. 2689-2697
    • Knauber, T.1    Arikan, F.2    Röschenthaler, G.V.3    Gooßen, L.J.4
  • 92
    • 79957567253 scopus 로고    scopus 로고
    • Copper-catalyzed aromatic trifluoromethylation via group transfer from fluoral derivatives
    • Kondo H, Oishi M, Fujikawa K, Amii H (2011) Copper-catalyzed aromatic trifluoromethylation via group transfer from fluoral derivatives. Adv Synth Catal 353:1247–1252
    • (2011) Adv Synth Catal , vol.353 , pp. 1247-1252
    • Kondo, H.1    Oishi, M.2    Fujikawa, K.3    Amii, H.4
  • 93
    • 77957140982 scopus 로고    scopus 로고
    • Synthesis of 2,5-dibromo-3-(1,1-difluoroalkyl) thiophenes
    • Turkman N, An L, Pomerantz M (2010) Synthesis of 2,5-dibromo-3-(1,1-difluoroalkyl) thiophenes. Org Lett 12:4428–4430
    • (2010) Org Lett , vol.12 , pp. 4428-4430
    • Turkman, N.1    An, L.2    Pomerantz, M.3
  • 94
    • 0035658758 scopus 로고    scopus 로고
    • Synthesis and mesomorphic properties of 1,1-difluoroalkylsubstituted biphenylthienyl and terphenyl liquid crystals. A comparative study of mesomorphic behavior relative to alkyl, alkoxy and alkanoyl analogs
    • Kiryanov AA, Sampson P, Seed AJ (2001) Synthesis and mesomorphic properties of 1,1-difluoroalkylsubstituted biphenylthienyl and terphenyl liquid crystals. A comparative study of mesomorphic behavior relative to alkyl, alkoxy and alkanoyl analogs. J Mater Chem 11:3068–3077
    • (2001) J Mater Chem , vol.11 , pp. 3068-3077
    • Kiryanov, A.A.1    Sampson, P.2    Seed, A.J.3
  • 95
    • 0000881221 scopus 로고
    • Fluorierung ungesättigter aldehyde rnit schwefeltetrafluorid
    • Haas A, Plümer R, Schiller A (1985) Fluorierung ungesättigter Aldehyde rnit Schwefeltetrafluorid. Chem Ber 118:3004–3010
    • (1985) Chem Ber , vol.118 , pp. 3004-3010
    • Haas, A.1    Plümer, R.2    Schiller, A.3
  • 96
    • 48849084793 scopus 로고    scopus 로고
    • Electronegative oligothiophenes fully annelated with hexafluorocyclopentene: Synthesis, properties, and intrinsic electron mobility
    • Umemoto Y, Ie Y, Saeki A, Seki S, Tagawa S, Aso Y (2008) Electronegative Oligothiophenes fully annelated with hexafluorocyclopentene: synthesis, properties, and intrinsic electron mobility. Org Lett 10:1095–1098
    • (2008) Org Lett , vol.10 , pp. 1095-1098
    • Umemoto, Y.1    Ie, Y.2    Saeki, A.3    Seki, S.4    Tagawa, S.5    Aso, Y.6
  • 97
    • 34250287636 scopus 로고
    • Formation of 4,4,5,5,6,6-hexafluoroc yclopenta[b]thiophene upon copyrolysis of 2-substituted thiophenes with tetrafluoroethylene
    • Platonov VE, Maksimov AM, Yakobson GG (1977) Formation of 4,4,5,5,6,6-hexafluoroc yclopenta[b]thiophene upon copyrolysis of 2-substituted thiophenes with tetrafluoroethylene. Russ Chem Bull (Engl Transl) 26:2220
    • (1977) Russ Chem Bull (Engl Transl) , vol.26 , pp. 2220
    • Platonov, V.E.1    Maksimov, A.M.2    Yakobson, G.G.3
  • 98
    • 34250129224 scopus 로고
    • Formation and some chemical reactions of 4,4,5,5,6,6-hexafluorocyclopenta[b]thiophene
    • Maksimov AM, Platonov VE, Yakobson GG (1986) Formation and some chemical reactions of 4,4,5,5,6,6-hexafluorocyclopenta[b]thiophene. Russ Chem Bull (Engl Transl) 35:125–128
    • (1986) Russ Chem Bull (Engl Transl) , vol.35 , pp. 125-128
    • Maksimov, A.M.1    Platonov, V.E.2    Yakobson, G.G.3
  • 99
    • 0033924888 scopus 로고    scopus 로고
    • Preparation of 4-hydroxy-2-trifluoromethylthiophene: A novel bioisostere of α,α,α-trifluoro-m-cresol
    • Karp GM, Samant D, Mukhopadhyay S, Condon ME, Kleemann A (2000) Preparation of 4-hydroxy-2-trifluoromethylthiophene: a novel bioisostere of α,α,α-trifluoro-m-cresol. Synthesis 1078–1080
    • (2000) Synthesis , pp. 1078-1080
    • Karp, G.M.1    Samant, D.2    Mukhopadhyay, S.3    Condon, M.E.4    Kleemann, A.5
  • 100
    • 34250422238 scopus 로고
    • Über die synthese von amino-trifluormethyl-thiophencarbonsäure-äthylestern
    • Hromatka O, Binder D, Eichinger K (1974) Über die Synthese von Amino-trifluormethyl-thiophencarbonsäure-äthylestern. Monatsh Chem 105:127–134
    • (1974) Monatsh Chem , vol.105 , pp. 127-134
    • Hromatka, O.1    Binder, D.2    Eichinger, K.3
  • 101
    • 0021894912 scopus 로고
    • Thiophen als strukturelement phys-iologisch aktiver substanzen, mitt. Das thiophenanalogon eines anxiolytisch wirksamen 1,2,4-triazolo[4,3-b]pyridazins
    • Binder D, Noe CR, Baumann K, Wildburger JMF (1985) Thiophen als Strukturelement phys-iologisch aktiver Substanzen, Mitt. Das Thiophenanalogon eines anxiolytisch wirksamen 1,2,4-Triazolo[4,3-b]pyridazins. Arch Pharm 318:243–249
    • (1985) Arch Pharm , vol.318 , pp. 243-249
    • Binder, D.1    Noe, C.R.2    Baumann, K.3    Wildburger, J.4
  • 102
    • 0030990055 scopus 로고    scopus 로고
    • An effective synthesis of 2-trifluoromethyl- or 2-(1,1-difluoroalkyl)thiophenes
    • Guan HP, Luo BH, Hu CM (1997) An effective synthesis of 2-trifluoromethyl- or 2-(1,1-difluoroalkyl)thiophenes. Synthesis 461–464
    • (1997) Synthesis , pp. 461-464
    • Guan, H.P.1    Luo, B.H.2    Hu, C.M.3
  • 104
    • 0001205260 scopus 로고
    • A facile synthesis of aromatic trifluoromethyl compounds via orthothio esters
    • Chauvin A, Greiner J, Pastor R, Cambon A (1986) A facile synthesis of aromatic trifluoromethyl compounds via orthothio esters. Tetrahedron 42:663–668
    • (1986) Tetrahedron , vol.42 , pp. 663-668
    • Chauvin, A.1    Greiner, J.2    Pastor, R.3    Cambon, A.4
  • 105
    • 33744767802 scopus 로고    scopus 로고
    • Synthesis and some properties of 6-di(Tri)fluoromethyl- and 5-di(tri)fluoroacetyl-3-methyl-1-phenylpyrano[2,3-c]pyrazol-4(1h)-ones
    • Sosnovskikh VYa, Barabanov MA, Usachev BI, Irgashev RA, Moshkin VS (2005) Synthesis and some properties of 6-di(tri)fluoromethyl- and 5-di(tri)fluoroacetyl-3-methyl-1-phenylpyrano[2,3-c]pyrazol-4(1H)-ones. Russ Chem Bull (Engl Transl) 54:2846–2850
    • (2005) Russ Chem Bull (Engl Transl) , vol.54 , pp. 2846-2850
    • VYa, S.1    Barabanov, M.A.2    Usachev, B.I.3    Irgashev, R.A.4    Moshkin, V.S.5
  • 106
    • 19644367543 scopus 로고    scopus 로고
    • A novel route to the 5,6-dihydro-4h-thieno[3,2-b] pyrrol-5-one ring system involving an intermediate substituted-thiophene synthesis
    • Hu S, Huang Y, Poss MA, Gentles RG (2005) A novel route to the 5,6-dihydro-4H-thieno[3,2-b] pyrrol-5-one ring system involving an intermediate substituted-thiophene synthesis. J Heterocyclic Chem 42:661–667
    • (2005) J Heterocyclic Chem , vol.42 , pp. 661-667
    • Hu, S.1    Huang, Y.2    Poss, M.A.3    Gentles, R.G.4
  • 108
  • 109
    • 0006644846 scopus 로고    scopus 로고
    • Perfuoralkylsubstituierte β-chlorvinylaldehyde: Eine neue klasse von building blocks zur synthese fluorierter heterocyclen
    • Greif D, Eilitz U, Pulst M, Riedel D, Wecks M (1999) Perfuoralkylsubstituierte β-Chlorvinylaldehyde: eine neue Klasse von building blocks zur Synthese fluorierter Heterocyclen. J Fluor Chem 94:91–103
    • (1999) J Fluor Chem , vol.94 , pp. 91-103
    • Greif, D.1    Eilitz, U.2    Pulst, M.3    Riedel, D.4    Wecks, M.5
  • 110
    • 34648832291 scopus 로고    scopus 로고
    • Fluoride-induced coupling of perfluoroketene dithioacetals with silyl alkynes: A way towards new polyfunctionalized trifluoromethyl building blocks
    • Nocentini T, Brulé C, Bouillon JP, Gouault-Bironneau S, Portella C (2007) Fluoride-induced coupling of perfluoroketene dithioacetals with silyl alkynes: a way towards new polyfunctionalized trifluoromethyl building blocks. J Fluor Chem 128:1300–1305
    • (2007) J Fluor Chem , vol.128 , pp. 1300-1305
    • Nocentini, T.1    Brulé, C.2    Bouillon, J.P.3    Gouault-Bironneau, S.4    Portella, C.5
  • 111
    • 0030939831 scopus 로고    scopus 로고
    • A novel approach towards 2,3,5-trisubstituted thiophenes via tandem michael addition/intramolecular knoevenagel condensation
    • Obrecht D, Gerber F, Sprenger D, Masquelin T (1997) A novel approach towards 2,3,5-trisubstituted thiophenes via tandem Michael addition/intramolecular Knoevenagel condensation. Helv Chim Acta 80:531–537
    • (1997) Helv Chim Acta , vol.80 , pp. 531-537
    • Obrecht, D.1    Gerber, F.2    Sprenger, D.3    Masquelin, T.4
  • 112
    • 0036347360 scopus 로고    scopus 로고
    • Synthesis of substituted thiophenes based on fluorine-containing β-functionalized vinyl sulfides
    • Kovregin AN, Sizov AY, Ermolov AF (2002) Synthesis of substituted thiophenes based on fluorine-containing β-functionalized vinyl sulfides. Russ Chem Bull (Engl Transl) 51:1028–1030
    • (2002) Russ Chem Bull (Engl Transl) , vol.51 , pp. 1028-1030
    • Kovregin, A.N.1    Sizov, A.Y.2    Ermolov, A.F.3
  • 113
    • 0001899276 scopus 로고
    • Formylation products of thioamides; part a novel route to substituted 2-aminothiophenes by the reaction of s-alkylated thioamides with carboxylic acid derivatives
    • Liebscher J, Feist K (1985) Formylation products of thioamides; Part A novel route to substituted 2-aminothiophenes by the reaction of S-alkylated thioamides with carboxylic acid derivatives. Synthesis 1985:412–414
    • (1985) Synthesis , vol.1985 , pp. 412-414
    • Liebscher, J.1    Feist, K.2
  • 117
    • 37049072525 scopus 로고
    • Reactions involving fluoride ion. Part reactions of perfluorinated dienes with oxygen and sulphur nucleophiles
    • Briscoe MW, Chambers RD, Mullins SJ, Nakamura T, Vaughan JFS (1994) Reactions involving fluoride ion. Part Reactions of perfluorinated dienes with oxygen and sulphur nucleophiles. J Chem Soc Perkin Trans 1:3119–3124
    • (1994) J Chem Soc Perkin Trans , vol.1 , pp. 3119-3124
    • Briscoe, M.W.1    Chambers, R.D.2    Mullins, S.J.3    Nakamura, T.4    Vaughan, J.5
  • 119
    • 0002994588 scopus 로고
    • Reactivite des hydryl-1 f-alcynes et des f-alkynyl-2 esters: Synthese et etudes spectroscopiques de nouveaux f-alkyl pyrazoles
    • Chambers RD, Jones CGP, Silvester MJ, Speigt DB (1984) Reactivite des hydryl-1 F-alcynes et des F-alkynyl-2 esters: synthese et etudes spectroscopiques de nouveaux F-alkyl pyrazoles. J Fluorine Chem 25:47–56
    • (1984) J Fluorine Chem , vol.25 , pp. 47-56
    • Chambers, R.D.1    Jones, C.2    Silvester, M.J.3    Speigt, D.B.4
  • 120
    • 0009418471 scopus 로고
    • Thiirene formation in the reactions of sulfur atoms with alkynes
    • Verkoczy B, Sherwood AG, Safarik I, Strausz OP (1983) Thiirene formation in the reactions of sulfur atoms with alkynes. Can J Chem 61:2268–2281
    • (1983) Can J Chem , vol.61 , pp. 2268-2281
    • Verkoczy, B.1    Sherwood, A.G.2    Safarik, I.3    Strausz, O.P.4
  • 121
    • 0012867088 scopus 로고
    • Bis(Polyfluoroalky1)acetylenes. iv. fluorinated dithietenes and related heterocyclic compounds from bis(polyfluoroalky1)acetylenes and sulfur
    • Krespan CG (1961) Bis(polyfluoroalky1)acetylenes. IV. Fluorinated dithietenes and related heterocyclic compounds from bis(polyfluoroalky1)acetylenes and sulfur. J Am Chem Soc 83:3434–3437
    • (1961) J am Chem Soc , vol.83 , pp. 3434-3437
    • Krespan, C.G.1
  • 122
    • 0141974553 scopus 로고
    • Bis-(Polyfluoroalky1)-acetylenes. v. addition of bis(trifluoromethyl)-1,2-dithietene to olefins and acetylenes
    • Krespan CG, McKusick BC (1961) Bis-(polyfluoroalky1)-acetylenes. V. Addition of Bis(trifluoromethyl)-1,2-dithietene to olefins and acetylenes. J Am Chem Soc 83:3438–3440
    • (1961) J am Chem Soc , vol.83 , pp. 3438-3440
    • Krespan, C.G.1    McKusick, B.C.2
  • 123
    • 0000975528 scopus 로고
    • Darstellung und reaktionen trifluormethylchalkogenyl-substituierter alkine
    • Haas A, Krächter HU (1988) Darstellung und Reaktionen Trifluormethylchalkogenyl-substituierter Alkine. Chem Ber 121:1833–1840
    • (1988) Chem Ber , vol.121 , pp. 1833-1840
    • Haas, A.1    Krächter, H.U.2
  • 124
    • 0009383290 scopus 로고
    • (Perhalogenmethyltio)heterocyclen. xix. darstellung und eigenschaften von tetrakis(trifluormethylthio)thiophen, tetrakis(trifluormethylthio-1,2-dithiin, 2,3,4-tris(trifluormethylthio)-5-trifluormethyl-thiophen und 1-chlor-terakis(trifluormethylthio)pyrrol
    • Haas A, Klare C, Krächter HU (1985) (Perhalogenmethyltio)heterocyclen. XIX. Darstellung und Eigenschaften von Tetrakis trifluormethylthiothiophen, Tetrakis trifluormethylthio-1,2-dithiin, 2,3,4-Tris(trifluormethylthio)-5-trifluormethyl-thiophen und 1-Chlor-terakis(trifluormethylthio)pyrrol. J Heterocycl Chem 22:1631–1633
    • (1985) J Heterocycl Chem , vol.22 , pp. 1631-1633
    • Haas, A.1    Klare, C.2    Krächter, H.U.3
  • 125
    • 0142090164 scopus 로고    scopus 로고
    • Synthesis, electrochemistry, and gas-phase photoelectron spectroscopic and theoretical studies of 3,6-bis(Perfluoroalkyl)-1,2-dithiins
    • Lorance ED, Glass RS, Block E, Li X (2003) Synthesis, electrochemistry, and gas-phase photoelectron spectroscopic and theoretical studies of 3,6-bis(perfluoroalkyl)-1,2-dithiins. J Org Chem 68:8110–8114
    • (2003) J Org Chem , vol.68 , pp. 8110-8114
    • Lorance, E.D.1    Glass, R.S.2    Block, E.3    Li, X.4
  • 128
    • 0001473172 scopus 로고    scopus 로고
    • Sauer j (1988) 1,3,4-oxadiazole als heterocyclische 4π-komponenten in diels-alder-reaktionen
    • Thalhammer F, Wallfahrer U, Sauer J (1988) 1,3,4-Oxadiazole als Heterocyclische 4π-Komponenten in Diels-Alder-Reaktionen. Tetrahedron Lett 29:3231–3234
    • Tetrahedron Lett , vol.29 , pp. 3231-3234
    • Thalhammer, F.1    Wallfahrer, U.2
  • 129
    • 0001294528 scopus 로고
    • Mesoionic compounds. Xxxi. the preparation and cycloaddition reactions of the anhydro-4-hydroxythiazolium hydroxide system with acetylenic dipolarophiles
    • Potts KT, Houghton E, Singh UP (1974) Mesoionic compounds. XXXI. The preparation and cycloaddition reactions of the anhydro-4-hydroxythiazolium hydroxide system with acetylenic dipolarophiles. J Org Chem 39:3627–3630
    • (1974) J Org Chem , vol.39 , pp. 3627-3630
    • Potts, K.T.1    Houghton, E.2    Singh, U.P.3
  • 130
    • 33947483721 scopus 로고
    • Preparation, reactions, and structure of bisdithio-α-diketone complexes of nickel, palladium, and platinum
    • Schiauzer GN, Mayweg VP (1965) Preparation, reactions, and structure of bisdithio-α-diketone complexes of nickel, palladium, and platinum. J Am Chem Soc 87:1483–1489
    • (1965) J am Chem Soc , vol.87 , pp. 1483-1489
    • Schiauzer, G.N.1    Mayweg, V.P.2
  • 131
    • 0000078270 scopus 로고
    • Photochemical trifluoromethylation of some aromatic and heteroaromatic compounds with trifluoromethyl bromide
    • Akiyama T, Kato K, Kajitani M, Sakagughi Y, Nakamura J, Hayashi H, Sugimori A (1988) Photochemical trifluoromethylation of some aromatic and heteroaromatic compounds with trifluoromethyl bromide. Bull Chem Soc Jpn 61:3531–3537
    • (1988) Bull Chem Soc Jpn , vol.61 , pp. 3531-3537
    • Akiyama, T.1    Kato, K.2    Kajitani, M.3    Sakagughi, Y.4    Nakamura, J.5    Hayashi, H.6    Sugimori, A.7
  • 132
    • 0000514594 scopus 로고
    • A facile synthesis of aromatic trifluoromethyl compounds via orthothio esters
    • Matthews DP, Whitten JP, McCarthy JR (1986) A facile synthesis of aromatic trifluoromethyl compounds via orthothio esters. Tetrahedron Lett 27:4861–4864
    • (1986) Tetrahedron Lett , vol.27 , pp. 4861-4864
    • Matthews, D.P.1    Whitten, J.P.2    McCarthy, J.R.3
  • 133
    • 78049501331 scopus 로고    scopus 로고
    • Copper-mediated oxidative trifluoromethylation of boronic acids
    • Chu L, Qing FL (2010) Copper-mediated oxidative trifluoromethylation of boronic acids. Org Lett 12:5060–5063
    • (2010) Org Lett , vol.12 , pp. 5060-5063
    • Chu, L.1    Qing, F.L.2
  • 134
    • 79951643235 scopus 로고    scopus 로고
    • Room temperature aryl trifluoromethylation via copper-mediated oxidative cross-coupling
    • Senecal TD, Parsons AT, Buchwald SL (2011) Room temperature aryl trifluoromethylation via copper-mediated oxidative cross-coupling. J Org Chem 76:1174–1176
    • (2011) J Org Chem , vol.76 , pp. 1174-1176
    • Senecal, T.D.1    Parsons, A.T.2    Buchwald, S.L.3
  • 135
    • 84856672767 scopus 로고    scopus 로고
    • Copper-catalyzed oxidative trifluoromethylation of terminal alkynes and aryl boronic acids using (Trifluoromethyl)trimethylsilane
    • Jiang X, Chu L, Qing FL (2012) Copper-catalyzed oxidative trifluoromethylation of terminal alkynes and aryl boronic acids using (trifluoromethyl)trimethylsilane. J Org Chem 77:1251–1257
    • (2012) J Org Chem , vol.77 , pp. 1251-1257
    • Jiang, X.1    Chu, L.2    Qing, F.L.3
  • 136
    • 79955032814 scopus 로고    scopus 로고
    • Copper-catalyzed trifluoromethylation of aryl boronic acids using a cf3 + reagent
    • Xu J, Luo DF, Xiao B, Liu ZJ, Gong TJ, Fu Y, Liu L (2011) Copper-catalyzed trifluoromethylation of aryl boronic acids using a CF3 + reagent. Chem Comm 47:4300–4302
    • (2011) Chem Comm , vol.47 , pp. 4300-4302
    • Xu, J.1    Luo, D.F.2    Xiao, B.3    Liu, Z.J.4    Gong, T.J.5    Fu, Y.6    Liu, L.7
  • 137
    • 79955631195 scopus 로고    scopus 로고
    • Copper-catalyzed trifluoromethylation of aryl and vinyl boronic acids with an electrophilic trifluoromethylating reagent
    • Liu T, Shen Q (2011) Copper-catalyzed trifluoromethylation of aryl and vinyl boronic acids with an electrophilic trifluoromethylating reagent. Org Lett 13:2342–2345
    • (2011) Org Lett , vol.13 , pp. 2342-2345
    • Liu, T.1    Shen, Q.2
  • 138
    • 84855450542 scopus 로고    scopus 로고
    • Highly selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation
    • Liu T, Shao X, Wu Y, Shen Q (2012) Highly selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation. Angew Chem Int Ed 51:540–543
    • (2012) Angew Chem Int Ed , vol.51 , pp. 540-543
    • Liu, T.1    Shao, X.2    Wu, Y.3    Shen, Q.4
  • 139
  • 140
    • 0042510242 scopus 로고    scopus 로고
    • Synthesis of substituted 3-trifluoromethylbenzo[b]thiophenes
    • Owton WM (2003) Synthesis of substituted 3-trifluoromethylbenzo[b]thiophenes. Tetrahedron Lett 44:7147–7149
    • (2003) Tetrahedron Lett , vol.44 , pp. 7147-7149
    • Owton, W.M.1
  • 141
    • 80052746534 scopus 로고    scopus 로고
    • 4-chloro-3-(Trifluoroacetyl)-and 4-chloro-3-(methoxalyl)coumarins as novel and efficient building blocks for the regioselective synthesis of 3,4-fused coumarins
    • Iaroshenko VO, Erben F, Mkrtchyan S, Hakobyan A, Vilches-Herrera M, Dudkin S, Bunescu A, Villinger A, Sosnovskikh VYa, Langer P (2011) 4-Chloro-3-(trifluoroacetyl)-and 4-chloro-3-(methoxalyl)coumarins as novel and efficient building blocks for the regioselective synthesis of 3,4-fused coumarins. Tetrahedron 67:7946–7955
    • (2011) Tetrahedron , vol.67 , pp. 7946-7955
    • Iaroshenko, V.O.1    Erben, F.2    Mkrtchyan, S.3    Hakobyan, A.4    Vilches-Herrera, M.5    Dudkin, S.6    Bunescu, A.7    Villinger, A.8    VYa, S.9    Langer, P.10
  • 142
    • 0037244714 scopus 로고    scopus 로고
    • A novel synthesis of dithieno[2,3-b:3′,2′-d]thiophene and its bromo derivatives
    • Nenajdenko V, Gribkov D, Sumerin V, Balenkova E (2003) A novel synthesis of dithieno[2,3-b:3′,2′-d]thiophene and its bromo derivatives. Synthesis, 124–128
    • (2003) Synthesis , pp. 124-128
    • Nenajdenko, V.1    Gribkov, D.2    Sumerin, V.3    Balenkova, E.4
  • 146
  • 147
    • 0001870780 scopus 로고    scopus 로고
    • Activation of sulfoxides with triflic anhydride. Synthesis of dialkylaryl sulfonium salts and sulfur heterocycles
    • Nenajdenko VG, Vertelezkij PV, Balenkova ES (1996) Activation of sulfoxides with triflic anhydride. Synthesis of dialkylaryl sulfonium salts and sulfur heterocycles. Sulfur Lett 20:75–84
    • (1996) Sulfur Lett , vol.20 , pp. 75-84
    • Nenajdenko, V.G.1    Vertelezkij, P.V.2    Balenkova, E.S.3
  • 149
    • 0030925322 scopus 로고    scopus 로고
    • Reaction of dimethyl sulfide ditriflate with alkenes. Synthesis of sulfur derivatives of nortricyclane
    • Nenajdenko VG, Vertelezkij PV, Gridnev ID, Shevchenko NE, Balenkova ES (1997) Reaction of dimethyl sulfide ditriflate with alkenes. Synthesis of sulfur derivatives of nortricyclane. Tetrahedron 53:8173–8180
    • (1997) Tetrahedron , vol.53 , pp. 8173-8180
    • Nenajdenko, V.G.1    Vertelezkij, P.V.2    Gridnev, I.D.3    Shevchenko, N.E.4    Balenkova, E.S.5
  • 150
  • 152
    • 0038049527 scopus 로고    scopus 로고
    • Triflic anhydride-promoted cyclization of sulfides: A convenient synthesis of fused sulfur heterocycles
    • Shevchenko NE, Nenajdenko VG, Balenkova ES (2003) Triflic anhydride-promoted cyclization of sulfides: a convenient synthesis of fused sulfur heterocycles. Synthesis 1191–2001
    • (2003) Synthesis , pp. 1191-2001
    • Shevchenko, N.E.1    Nenajdenko, V.G.2    Balenkova, E.S.3
  • 154
    • 0031007092 scopus 로고    scopus 로고
    • Synthesis of β-dimethylsulfoniumand β-methylthio-substituted vinyl triflates by reaction of acetylenes with dimethyl sulfide ditriflate
    • Nenajdenko VG, Vertelezkij PV, Balenkova ES (1997) Synthesis of β-dimethylsulfoniumand β-methylthio-substituted vinyl triflates by reaction of acetylenes with dimethyl sulfide ditriflate. Synthesis 351–355
    • (1997) Synthesis , pp. 351-355
    • Nenajdenko, V.G.1    Vertelezkij, P.V.2    Balenkova, E.S.3
  • 155
    • 38349166185 scopus 로고    scopus 로고
    • Synthesis of benzo[b]thiophenes by cyclization of arylketene dithioacetal monoxides under pummerer-like conditions
    • Yoshida S, Yorimitsu H, Oshima K (2007) Synthesis of benzo[b]thiophenes by cyclization of arylketene dithioacetal monoxides under Pummerer-like conditions. Org Lett 9:5573–5576
    • (2007) Org Lett , vol.9 , pp. 5573-5576
    • Yoshida, S.1    Yorimitsu, H.2    Oshima, K.3
  • 156
    • 80052717660 scopus 로고    scopus 로고
    • Cui/tmeda-catalyzed annulation of 2-bromo alkynylbenzenes with na2s: Synthesis of benzo[b]thiophenes
    • Sun LL, Deng CL, Tang RY, Zhang XG (2011) CuI/TMEDA-catalyzed annulation of 2-bromo alkynylbenzenes with Na2S: synthesis of benzo[b]thiophenes. J Org Chem 76:7546–7550
    • (2011) J Org Chem , vol.76 , pp. 7546-7550
    • Sun, L.L.1    Deng, C.L.2    Tang, R.Y.3    Zhang, X.G.4
  • 157
    • 84857360413 scopus 로고    scopus 로고
    • Phosphodiesterase inhibitors. Part 3: Design, synthesis and structure-activity relationships of dual pde3/4-inhibitory fused bicyclic heteroaromatic-dihydropyridazinones with anti-inflammatory and bronchodilatory activity
    • Ochiai K, Takita S, Eiraku T, Kojima A, Iwase K, Kishi T, Fukuchi K, Yasue T, Adams DR, Allcock RW, Jiang Z, Kohn Y (2012) Phosphodiesterase inhibitors. Part 3: design, synthesis and structure-activity relationships of dual PDE3/4-inhibitory fused bicyclic heteroaromatic-dihydropyridazinones with anti-inflammatory and bronchodilatory activity. Bioorg Med Chem 20:1644–1658
    • (2012) Bioorg Med Chem , vol.20 , pp. 1644-1658
    • Ochiai, K.1    Takita, S.2    Eiraku, T.3    Kojima, A.4    Iwase, K.5    Kishi, T.6    Fukuchi, K.7    Yasue, T.8    Adams, D.R.9    Allcock, R.W.10    Jiang, Z.11    Kohn, Y.12
  • 158
    • 53949101577 scopus 로고    scopus 로고
    • Comparative study of the synthesis, structures, and optical and electrochemical properties of bithiophene-fused benzo[c]phospholes
    • Matano Y, Miyajima T, Fukushima T, Kaji H, Kimura Y, Imahori H (2008) Comparative study of the synthesis, structures, and optical and electrochemical properties of bithiophene-fused benzo[c]phospholes. Chem Eur J 14:8102–8115
    • (2008) Chem Eur J , vol.14 , pp. 8102-8115
    • Matano, Y.1    Miyajima, T.2    Fukushima, T.3    Kaji, H.4    Kimura, Y.5    Imahori, H.6
  • 159
    • 16444370557 scopus 로고    scopus 로고
    • Hexyl-substituted oligothiophenes with a central tetrafluorophenylene unit: Crystal engineering of planar structures for p-type organic semiconductors
    • Crouch DJ, Skabara PJ, Heeney M, McCulloch I, Coles SJ, Hursthouse MB (2005) Hexyl-substituted oligothiophenes with a central tetrafluorophenylene unit: crystal engineering of planar structures for p-type organic semiconductors. Chem Comm 2005:1465–1467
    • (2005) Chem Comm , vol.2005 , pp. 1465-1467
    • Crouch, D.J.1    Skabara, P.J.2    Heeney, M.3    McCulloch, I.4    Coles, S.J.5    Hursthouse, M.B.6
  • 160
    • 0010914141 scopus 로고
    • Reactions of hexafluorobenzene with some organometallic reagents
    • Dua SS, Howells RD, Gilman H (1974) Reactions of hexafluorobenzene with some organometallic reagents. J Fluor Chem 4:381–386
    • (1974) J Fluor Chem , vol.4 , pp. 381-386
    • Dua, S.S.1    Howells, R.D.2    Gilman, H.3
  • 161
    • 64549087621 scopus 로고    scopus 로고
    • 2,7-substituted hexafluorohetero-fluorenes as potential building blocks for electron transporting materials
    • Geramita K, McBee J, Tilley TD (2009) 2,7-Substituted hexafluorohetero-fluorenes as potential building blocks for electron transporting materials. J Org Chem 74:820–829
    • (2009) J Org Chem , vol.74 , pp. 820-829
    • Geramita, K.1    McBee, J.2    Tilley, T.D.3
  • 162
    • 33646540412 scopus 로고    scopus 로고
    • Fluorocarbon-modified organic semiconductors: Molecular architecture, electronic, and crystal structure tuning of arene-versus fluoroarene-thiophene oligomer thin-film properties
    • Yoon MH, Facchetti A, Stern CE, Marks TJ (2006) Fluorocarbon-modified organic semiconductors: molecular architecture, electronic, and crystal structure tuning of arene-versus fluoroarene-thiophene oligomer thin-film properties. J Am Chem Soc 128:5792–5801
    • (2006) J am Chem Soc , vol.128 , pp. 5792-5801
    • Yoon, M.H.1    Facchetti, A.2    Stern, C.E.3    Marks, T.J.4
  • 163
    • 25444502382 scopus 로고    scopus 로고
    • Incisive structure-spectroscopic correlation in oligothiophenes functionalized with (±) inductive/mesomeric fluorine groups: Joint raman and dft study
    • Casado J, Hernández V, Ruiz Delgado MC, Ortiz RP, López Navarrete JT, Facchetti A, Marks TJ (2005) Incisive structure-spectroscopic correlation in oligothiophenes functionalized with (±) inductive/mesomeric fluorine groups: joint Raman and DFT study. J Am Chem Soc 127:13364–13372
    • (2005) J am Chem Soc , vol.127 , pp. 13364-13372
    • Casado, J.1    Hernández, V.2    Ruiz Delgado, M.C.3    Ortiz, R.P.4    López Navarrete, J.T.5    Facchetti, A.6    Marks, T.J.7
  • 164
    • 18244365563 scopus 로고    scopus 로고
    • Partial fluorination overcomes herringbone crystal packing in small polycyclic aromatics
    • Cho DM, Parkin SR, Watson MD (2005) Partial fluorination overcomes herringbone crystal packing in small polycyclic aromatics. Org Lett 7:1067–1068
    • (2005) Org Lett , vol.7 , pp. 1067-1068
    • Cho, D.M.1    Parkin, S.R.2    Watson, M.D.3
  • 165
    • 0041914506 scopus 로고    scopus 로고
    • Building blocks for n-type organic electronics: Regiochemically modulated inversion of majority carrier sign in perfluoroarene-modified polythiophene semiconductors
    • Facchetti A, Yoon MH, Stern CE, Katz HE, Marks TJ (2003) Building blocks for n-type organic electronics: regiochemically modulated inversion of majority carrier sign in perfluoroarene-modified polythiophene semiconductors. Angew Chem Int Ed 42:3900–3903
    • (2003) Angew Chem Int Ed , vol.42 , pp. 3900-3903
    • Facchetti, A.1    Yoon, M.H.2    Stern, C.E.3    Katz, H.E.4    Marks, T.J.5
  • 169
    • 0141516627 scopus 로고    scopus 로고
    • Aryl-perfluoroaryl interaction in photochromic diarylethene crystals
    • Morimoto M, Kobatake S, Irie M (2003) Aryl-perfluoroaryl interaction in photochromic diarylethene crystals. Cryst Growth Des 3:847–854
    • (2003) Cryst Growth Des , vol.3 , pp. 847-854
    • Morimoto, M.1    Kobatake, S.2    Irie, M.3
  • 170
    • 22244443686 scopus 로고    scopus 로고
    • Syntheses of 2-(Pentafluorophenyl)thiophene derivatives via the palladium-catalyzed suzuki reaction
    • Takimiya K, Niihara N, Otsubo T (2005) Syntheses of 2-(pentafluorophenyl)thiophene derivatives via the palladium-catalyzed Suzuki reaction. Synthesis 2005:1589–1592
    • (2005) Synthesis , vol.2005 , pp. 1589-1592
    • Takimiya, K.1    Niihara, N.2    Otsubo, T.3
  • 171
    • 77749254912 scopus 로고    scopus 로고
    • Pd-catalyzed decarboxylative cross coupling of potassium polyfluorobenzoates with aryl bromides, chlorides, and triflates
    • Shang R, Xu Q, Jiang YY, Wang Y, Liu L (2010) Pd-catalyzed decarboxylative cross coupling of potassium polyfluorobenzoates with aryl bromides, chlorides, and triflates. Org Lett 12:1000–1003
    • (2010) Org Lett , vol.12 , pp. 1000-1003
    • Shang, R.1    Xu, Q.2    Jiang, Y.Y.3    Wang, Y.4    Liu, L.5
  • 172
    • 72949087126 scopus 로고    scopus 로고
    • Copper-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with aryl iodides and bromides
    • Shang R, Fu Y, Wang Y, Xu Q, Yu HZ, Liu L (2009) Copper-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with aryl iodides and bromides. Angew Chem Int Ed 48:9350–9354
    • (2009) Angew Chem Int Ed , vol.48 , pp. 9350-9354
    • Shang, R.1    Fu, Y.2    Wang, Y.3    Xu, Q.4    Yu, H.Z.5    Liu, L.6
  • 173
    • 38649109821 scopus 로고    scopus 로고
    • Copper-catalyzed arylation and alkenylation of polyfluoroarene c-h bonds
    • Do HQ, Daugulis O (2008) Copper-catalyzed arylation and alkenylation of polyfluoroarene C-H bonds. J Am Chem Soc 130:1128–1129
    • (2008) J am Chem Soc , vol.130 , pp. 1128-1129
    • Do, H.Q.1    Daugulis, O.2
  • 174
    • 33750920283 scopus 로고    scopus 로고
    • Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromatics
    • Lafrance M, Shore D, Fagnou K (2006) Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromatics. Org Lett 8:5097–5100
    • (2006) Org Lett , vol.8 , pp. 5097-5100
    • Lafrance, M.1    Shore, D.2    Fagnou, K.3
  • 175
    • 70350325423 scopus 로고    scopus 로고
    • Copper-catalyzed arene c–h bond cross-coupling
    • Do HQ, Daugulis O (2009) Copper-catalyzed arene C–H bond cross-coupling. Chem Comm 2009:6433–6435
    • (2009) Chem Comm , vol.2009 , pp. 6433-6435
    • Do, H.Q.1    Daugulis, O.2
  • 176
    • 37849009598 scopus 로고    scopus 로고
    • Synthesis of thiophene derivatives via palladium-catalyzed coupling reactions
    • Arai N, Miyaoku T, Teruya S, Mori A (2008) Synthesis of thiophene derivatives via palladium-catalyzed coupling reactions. Tetrahedron Lett 49:1000–1003
    • (2008) Tetrahedron Lett , vol.49 , pp. 1000-1003
    • Arai, N.1    Miyaoku, T.2    Teruya, S.3    Mori, A.4
  • 177
    • 33644651109 scopus 로고    scopus 로고
    • Transition-metal-free synthesis of alternating thiophene-perfluoroarene copolymers
    • Wang Y, Watson MD (2006) Transition-metal-free synthesis of alternating thiophene-perfluoroarene copolymers. J Am Chem Soc 128:2536–2537
    • (2006) J am Chem Soc , vol.128 , pp. 2536-2537
    • Wang, Y.1    Watson, M.D.2
  • 178
    • 0000014122 scopus 로고
    • A convenient synthesis of 1,2-dithietes and 1,2-dithioxo compounds stabilized by buttressing and resonance effects, respectively, by sulfuration of alkynes and elemental sulfur
    • Choi KS, Akiyama I, Hoshino M, Nakayama J (1993) A convenient synthesis of 1,2-dithietes and 1,2-dithioxo compounds stabilized by buttressing and resonance effects, respectively, by sulfuration of alkynes and elemental sulfur. Bull Chem Soc Jpn 66:623–629
    • (1993) Bull Chem Soc Jpn , vol.66 , pp. 623-629
    • Choi, K.S.1    Akiyama, I.2    Hoshino, M.3    Nakayama, J.4
  • 179
    • 0037427254 scopus 로고    scopus 로고
    • Regioselective coupling of pentafluorophenyl substituted alkynes: Mechanistic insight into the zirconocene coupling of alkynes and a facile route to conjugated polymers bearing electron-withdrawing pentafluorophenyl substituents
    • Johnson SA, Liu FQ, Suh MC, Zürcher S, Haufe M, Mao SSH, Tilley TD (2003) Regioselective coupling of pentafluorophenyl substituted alkynes: mechanistic insight into the zirconocene coupling of alkynes and a facile route to conjugated polymers bearing electron-withdrawing pentafluorophenyl substituents. J Am Chem Soc 125:4199–4211
    • (2003) J am Chem Soc , vol.125 , pp. 4199-4211
    • Johnson, S.A.1    Liu, F.Q.2    Suh, M.C.3    Zürcher, S.4    Haufe, M.5    Mao, S.6    Tilley, T.D.7
  • 180
    • 1942489279 scopus 로고    scopus 로고
    • 2,6-diphenylbenzo[1,2-b: 4,5-b’]dichalcogenophenes: A new class of high-performance semiconductors for organic field-effect transistors
    • Takimiya K, Kunugi Y, Konda Y, Niihara N, Otsubo T (2004) 2,6-Diphenylbenzo[1,2-b: 4,5-b’]dichalcogenophenes: a new class of high-performance semiconductors for organic field-effect transistors. J Am Chem Soc 126:5084–5085
    • (2004) J am Chem Soc , vol.126 , pp. 5084-5085
    • Takimiya, K.1    Kunugi, Y.2    Konda, Y.3    Niihara, N.4    Otsubo, T.5
  • 181
    • 33846059035 scopus 로고    scopus 로고
    • Molecular modification of 2,6-diphenylbenzo[1,2-b:4,5-b’]dichalcogenophenes by introduction of strong electron-withdrawing groups: Conversion from p- to n-channel ofet materials
    • Takimiya K, Kunugi Y, Ebata H, Otsubo T (2006) Molecular modification of 2,6-diphenylbenzo[1,2-b:4,5-b’]dichalcogenophenes by introduction of strong electron-withdrawing groups: conversion from p- to n-channel OFET materials. Chem Lett 35:1200–1201
    • (2006) Chem Lett , vol.35 , pp. 1200-1201
    • Takimiya, K.1    Kunugi, Y.2    Ebata, H.3    Otsubo, T.4
  • 182
    • 57349086307 scopus 로고    scopus 로고
    • Benzodichalcogenophenes with perfluoroarene termini
    • Wang Y, Parkin SR, Watson MD (2008) Benzodichalcogenophenes with perfluoroarene termini. Org Lett 10:4421–4424
    • (2008) Org Lett , vol.10 , pp. 4421-4424
    • Wang, Y.1    Parkin, S.R.2    Watson, M.D.3
  • 183
    • 37049098821 scopus 로고
    • Partially fluorinated heterocyclic compounds. Part isomerisations of pentafluorophenyl and 1,3,4,5,6,7,8-heptafluoro-2-naphthyl prop-2-ynyl sulphides: Differing courses of reactions of the naphthyl sulphides and ethers in glass and nickel apparatus. considerations of mechanism
    • Brooke GM, Cooperwaite JR (1985) Partially fluorinated heterocyclic compounds. Part Isomerisations of pentafluorophenyl and 1,3,4,5,6,7,8-heptafluoro-2-naphthyl prop-2-ynyl sulphides: differing courses of reactions of the naphthyl sulphides and ethers in glass and nickel apparatus. Considerations of mechanism. J Chem Soc Perkin Trans 1:2643–2649
    • (1985) J Chem Soc Perkin Trans , vol.1 , pp. 2643-2649
    • Brooke, G.M.1    Cooperwaite, J.R.2
  • 184
    • 37049081244 scopus 로고
    • Partially fluorinated heterocyclic compounds
    • Brooke GM, Mawson SD (1990) Partially fluorinated heterocyclic compounds. Part The synthesis of 4,5,6,7-tetrafluorobenzo[c]thiophene and 4,5,6,7,8,9-hexafluoronaphtho[1,2-c] thiophene; some chemistry and electrochemistry. J Chem Soc Perkin Trans 1:1919–1923
    • (1990) J Chem Soc Perkin Trans , vol.1 , pp. 1919-1923
    • Brooke, G.M.1    Mawson, S.D.2
  • 185
    • 37049134542 scopus 로고
    • Partially fluorinated heterocyclic compounds. Part ii. the preparation of 4,5,6,7-tetrafluorobenzo[b]thiophen by a new cyclisation reaction
    • Brooke GM, Quasem MA (1967) Partially fluorinated heterocyclic compounds. Part II. The preparation of 4,5,6,7-tetrafluorobenzo[b]thiophen by a new cyclisation reaction. J Chem Soc C 865–869
    • (1967) J Chem Soc C , pp. 865-869
    • Brooke, G.M.1    Quasem, M.A.2
  • 186
    • 37049135426 scopus 로고
    • Partially fluorinated heterocyclic compounds. Part xi. the reactions of lithium pentafluorobenzenethiolate with acetylenic compounds giving benzo[b] thiophen derivatives and/or olefins
    • Brooke GM, Quasem MA (1973) Partially fluorinated heterocyclic compounds. Part XI. The reactions of lithium pentafluorobenzenethiolate with acetylenic compounds giving benzo[b] thiophen derivatives and/or olefins. J Chem Soc Perkin Trans 1:429–432
    • (1973) J Chem Soc Perkin Trans , vol.1 , pp. 429-432
    • Brooke, G.M.1    Quasem, M.A.2
  • 187
    • 0001618025 scopus 로고
    • Partially fluorinated heterocyclic compounds. Part an investigation into the mode of cyclization in the reaction of lithium 1,3,4,5,6,7,8-heptafluoro-2-naphthalenethiolate with dimethyl acetylenedicarboxylate
    • Brooke GM (1989) Partially fluorinated heterocyclic compounds. Part An investigation into the mode of cyclization in the reaction of lithium 1,3,4,5,6,7,8-heptafluoro-2-naphthalenethiolate with dimethyl acetylenedicarboxylate. J Fluorine Chem 43:393–403
    • (1989) J Fluorine Chem , vol.43 , pp. 393-403
    • Brooke, G.M.1
  • 188
    • 0010776705 scopus 로고
    • Partially fluorinated heterocyclic compounds. Part cyclisation reactions of lithium 1,3,4,5,7,8-hexafluoro-6-isoquinolinethiolate and lithium 2,3,5,6,7,8-hexafluoro-4-quinolinethiolate with dimethyl acetylene dicarboxylate
    • Brooke GM, Drury CJ (1994) Partially fluorinated heterocyclic compounds. Part Cyclisation reactions of lithium 1,3,4,5,7,8-hexafluoro-6-isoquinolinethiolate and lithium 2,3,5,6,7,8-hexafluoro-4-quinolinethiolate with dimethyl acetylene dicarboxylate. J Fluor Chem 67:143–147
    • (1994) J Fluor Chem , vol.67 , pp. 143-147
    • Brooke, G.M.1    Drury, C.J.2


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