메뉴 건너뛰기




Volumn , Issue , 2009, Pages 91-158

Fluorinated Five-Membered Nitrogen-Containing Heterocycles

Author keywords

Fluorinated five membered nitrogen containing heterocycles; Fluorinated heterocycles containing two nitrogens; Fluorinated indolizine synthesis

Indexed keywords


EID: 84891005072     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9780470528952.ch3     Document Type: Chapter
Times cited : (18)

References (185)
  • 1
    • 85028020836 scopus 로고
    • Facile and efficient syntheses of novel (S)-and (R)-3-fluoropyrrolidines and 3, 3-difluoropyrrolidine
    • Giardina, G.; Dondio, G.; Grugni, M. Facile and efficient syntheses of novel (S)-and (R)-3-fluoropyrrolidines and 3, 3-difluoropyrrolidine. Synlett 1995, 55-57.
    • (1995) Synlett , pp. 55-57
    • Giardina, G.1    Dondio, G.2    Grugni, M.3
  • 2
    • 0030834571 scopus 로고    scopus 로고
    • Development and evaluation of peptide-based prolyl oligo-peptidase inhibitors. Introduction of N-benzyloxycarbonyl-prolyl-3-fluoropyrrolidine as a lead in inhibitor design
    • Goossens, F.; VanHoof, G.; De Meester, I.; Augustyns, K.; Borloo, M.; Tourwe, D.; Haemers, A.; Scharpe, S. Development and evaluation of peptide-based prolyl oligo-peptidase inhibitors. Introduction of N-benzyloxycarbonyl-prolyl-3-fluoropyrrolidine as a lead in inhibitor design. Eur. J. Biochem. 1997, 250, 177-183.
    • (1997) Eur. J. Biochem , vol.250 , pp. 177-183
    • Goossens, F.1    VanHoof, G.2    De Meester, I.3    Augustyns, K.4    Borloo, M.5    Tourwe, D.6    Haemers, A.7    Scharpe, S.8
  • 8
  • 10
    • 0037435067 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationships of 5-amino-6-fluoro-1-[(1R, 2S)-2-fluorocyclopropan-1-yl]-8-methylquinolonecar-boxylic acid antibacterials having fluorinated 7-[(3R)-3-(1-aminocyclopropan-1-yl)-pyrrolidin-1-yl] substituents
    • Inagaki, H.; Miyauchi, S.; Miyauchi, R.N.; Kawato, H.C.; Ohki, H.; Matsuhashi, N.; Kawakami, K.; Takahashi, H.; Takemura, M. Synthesis and structure-activity relationships of 5-amino-6-fluoro-1-[(1R, 2S)-2-fluorocyclopropan-1-yl]-8-methylquinolonecar-boxylic acid antibacterials having fluorinated 7-[(3R)-3-(1-aminocyclopropan-1-yl)-pyrrolidin-1-yl] substituents. J. Med. Chem. 2003, 46, 1005-1015.
    • (2003) J. Med. Chem , vol.46 , pp. 1005-1015
    • Inagaki, H.1    Miyauchi, S.2    Miyauchi, R.N.3    Kawato, H.C.4    Ohki, H.5    Matsuhashi, N.6    Kawakami, K.7    Takahashi, H.8    Takemura, M.9
  • 11
    • 0001638637 scopus 로고
    • Incorporation of cis-and trans-4-fluoro-l-prolines and hydroxylation of the trans isomer during collagen biosynthesis
    • Gottlieb, A.A.; Fujita, Y.; Undenfriend, S.; Witkop, B. Incorporation of cis-and trans-4-fluoro-l-prolines and hydroxylation of the trans isomer during collagen biosynthesis. Biochemistry 1965, 4, 2507-2513.
    • (1965) Biochemistry , vol.4 , pp. 2507-2513
    • Gottlieb, A.A.1    Fujita, Y.2    Undenfriend, S.3    Witkop, B.4
  • 12
    • 0017654371 scopus 로고
    • Potential inhibitors of collagen biosynthesis. 4, 4-Difluoro-l-proline and 4, 4-dimethyl-dl-proline and their activation by prolyl-1-RNA ligase
    • Shirota, F.N.; Nagasawa, H.T.; Elberling, J.A. Potential inhibitors of collagen biosynthesis. 4, 4-Difluoro-l-proline and 4, 4-dimethyl-dl-proline and their activation by prolyl-1-RNA ligase. J. Med. Chem. 1977, 20, 1176-1181.
    • (1977) J. Med. Chem , vol.20 , pp. 1176-1181
    • Shirota, F.N.1    Nagasawa, H.T.2    Elberling, J.A.3
  • 13
    • 33846163850 scopus 로고
    • Synthesis of (2S)-4, 4-difluoroproline and (2S, 4R)-4-fluoroproline and their derivatives from (S)-aspartic acid
    • Burger, K.; Rudolph, M.; Fehn, S.; Sewald, N. Synthesis of (2S)-4, 4-difluoroproline and (2S, 4R)-4-fluoroproline and their derivatives from (S)-aspartic acid. J. Fluorine Chem. 1994, 66, 87-90.
    • (1994) J. Fluorine Chem , vol.66 , pp. 87-90
    • Burger, K.1    Rudolph, M.2    Fehn, S.3    Sewald, N.4
  • 14
    • 0032485422 scopus 로고    scopus 로고
    • Practical synthesis of Boc and Fmoc protected 4-fluoro and 4-difluoroprolines from trans-4-hydroxyproline
    • Demange, L.; Menez, A.; Dugave, C. Practical synthesis of Boc and Fmoc protected 4-fluoro and 4-difluoroprolines from trans-4-hydroxyproline. Tetrahedron Lett. 1998, 39, 1169-1172.
    • (1998) Tetrahedron Lett , vol.39 , pp. 1169-1172
    • Demange, L.1    Menez, A.2    Dugave, C.3
  • 16
    • 0028884952 scopus 로고
    • δ, ε-Unsaturated β, β-difluoro-a-keto esters: novel synthesis and utility as precursors of β, β-difluoro-a-amino acids
    • Shi, G.Q.; Cai, W.L. δ, ε-Unsaturated β, β-difluoro-a-keto esters: novel synthesis and utility as precursors of β, β-difluoro-a-amino acids. J. Org. Chem. 1985, 60, 6289-6295.
    • (1985) J. Org. Chem , vol.60 , pp. 6289-6295
    • Shi, G.Q.1    Cai, W.L.2
  • 17
    • 20544453286 scopus 로고    scopus 로고
    • Proline editing: a divergent strategy for the synthesis of conformationally diverse peptides
    • Thomas, K.M.; Naduthambi, D.; Tririya, G.; Zondlo, N.J. Proline editing: a divergent strategy for the synthesis of conformationally diverse peptides. Org. Lett. 2005, 7, 2397-2400.
    • (2005) Org. Lett , vol.7 , pp. 2397-2400
    • Thomas, K.M.1    Naduthambi, D.2    Tririya, G.3    Zondlo, N.J.4
  • 18
    • 33644999409 scopus 로고    scopus 로고
    • First 1, 3-dipolar cycloaddition of azomethine ylides with (E)-ethyl 3-fluoroacrylate: regio-and stereoselective synthesis of enantiopure fluorinated prolines
    • Bonini, B.F.; Boschi, F.; Franchini, M.C.; Fochi, M.; Fini, F.; Mazzanti, A.; Ricci, A. First 1, 3-dipolar cycloaddition of azomethine ylides with (E)-ethyl 3-fluoroacrylate: regio-and stereoselective synthesis of enantiopure fluorinated prolines. Synlett 2006, 543-546.
    • (2006) Synlett , pp. 543-546
    • Bonini, B.F.1    Boschi, F.2    Franchini, M.C.3    Fochi, M.4    Fini, F.5    Mazzanti, A.6    Ricci, A.7
  • 19
    • 33750861305 scopus 로고    scopus 로고
    • Divergent chemical syntheses of prolines bearing fluorinated one-carbon units at the 4-position via nucleophilic 5-endo-trig cyclizations
    • Nadano, R.; Iwai, Y.; Mori, T.; Ichikawa, J. Divergent chemical syntheses of prolines bearing fluorinated one-carbon units at the 4-position via nucleophilic 5-endo-trig cyclizations. J. Org. Chem. 2006, 71, 8748-8754.
    • (2006) J. Org. Chem , vol.71 , pp. 8748-8754
    • Nadano, R.1    Iwai, Y.2    Mori, T.3    Ichikawa, J.4
  • 20
    • 0037040286 scopus 로고    scopus 로고
    • Mapping the ligand-binding sites and disease-associated mutations on the most abundant protein in the human, type I collagen
    • Di Lullo, G.A.; Sweeney, S.M.; Korkko, J.; Ala-Kokko, L.; San Antonio, J.D. Mapping the ligand-binding sites and disease-associated mutations on the most abundant protein in the human, type I collagen. J. Biol. Chem. 2002, 277, 4223-4231.
    • (2002) J. Biol. Chem , vol.277 , pp. 4223-4231
    • Di Lullo, G.A.1    Sweeney, S.M.2    Korkko, J.3    Ala-Kokko, L.4    San Antonio, J.D.5
  • 22
    • 0015624009 scopus 로고
    • The thermal transition of a non-hydroxylated form of collagen. Evidence for a role for hydroxyproline in stabilizing the triple helix of collagen
    • Berg, R.A.; Prockop, D.J. The thermal transition of a non-hydroxylated form of collagen. Evidence for a role for hydroxyproline in stabilizing the triple helix of collagen. Biochem. Biophys. Res. Commun. 1973, 52, 115-120.
    • (1973) Biochem. Biophys. Res. Commun , vol.52 , pp. 115-120
    • Berg, R.A.1    Prockop, D.J.2
  • 23
    • 0027996196 scopus 로고
    • Crystal and molecular structure of a collagen-like peptide at 1.9 A resolution
    • Bella, J.; Eaton, M.; Brodsky, B.; Berman, H.M. Crystal and molecular structure of a collagen-like peptide at 1.9 A resolution. Science 1994, 266, 75-81.
    • (1994) Science , vol.266 , pp. 75-81
    • Bella, J.1    Eaton, M.2    Brodsky, B.3    Berman, H.M.4
  • 24
    • 33646127611 scopus 로고    scopus 로고
    • Award address. 2005 Emil Thomas Kaiser award
    • and references therein
    • Raines, R.T. Award address. 2005 Emil Thomas Kaiser award. Protein Sci. 2006, 15, 1219-1225, and references therein.
    • (2006) Protein Sci , vol.15 , pp. 1219-1225
    • Raines, R.T.1
  • 26
    • 0041708049 scopus 로고    scopus 로고
    • Stereoelectronic effects on collagen stability: the dichotomy of 4-fluoroproline diastereomers
    • Hodges, J.A.; Raines, R.T. Stereoelectronic effects on collagen stability: the dichotomy of 4-fluoroproline diastereomers. J. Am. Chem. Soc. 2003, 125, 9262-9263.
    • (2003) J. Am. Chem. Soc , vol.125 , pp. 9262-9263
    • Hodges, J.A.1    Raines, R.T.2
  • 28
    • 33745663038 scopus 로고    scopus 로고
    • Reciprocity of steric and stereoelectronic effects in the collagen triple helix
    • and references therein
    • Shoulders, M.D.; Hodges, J.A.; Raines, R.T. Reciprocity of steric and stereoelectronic effects in the collagen triple helix. J. Am. Chem. Soc. 2006, 128, 8112-8113, and references therein.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 8112-8113
    • Shoulders, M.D.1    Hodges, J.A.2    Raines, R.T.3
  • 29
    • 27844565701 scopus 로고    scopus 로고
    • Stereoelectronic and steric effects in the collagen triple helix: toward a code for strand association
    • and references therein
    • Hodges, J.A.; Raines, R.T. Stereoelectronic and steric effects in the collagen triple helix: toward a code for strand association. J. Am. Chem. Soc. 2005, 127, 15923-15932, and references therein.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 15923-15932
    • Hodges, J.A.1    Raines, R.T.2
  • 30
    • 33845789244 scopus 로고    scopus 로고
    • Fluoroproline flip-flop: regiochemical reversal of a stereoelectronic effect on peptide and protein structure
    • Kim, W.; Hardcastle, K.I.; Conticello, V.P. Fluoroproline flip-flop: regiochemical reversal of a stereoelectronic effect on peptide and protein structure. Angew Chem., Int. Ed. 2006, 45, 8141-8145.
    • (2006) Angew Chem., Int. Ed , vol.45 , pp. 8141-8145
    • Kim, W.1    Hardcastle, K.I.2    Conticello, V.P.3
  • 31
    • 0141682234 scopus 로고    scopus 로고
    • The synthesis and biological activity of C2-fluorinated pyrrolo[2, 1-c][1, 4]benzodiazepines
    • O'Neil, I.A.; Thompson, S.; Kalindjian, S.B.; Jenkins, T.C. The synthesis and biological activity of C2-fluorinated pyrrolo[2, 1-c][1, 4]benzodiazepines. Tetrahedron Lett. 2003, 44, 7809-7812.
    • (2003) Tetrahedron Lett , vol.44 , pp. 7809-7812
    • O'Neil, I.A.1    Thompson, S.2    Kalindjian, S.B.3    Jenkins, T.C.4
  • 32
    • 33746814848 scopus 로고    scopus 로고
    • An efficient solid-phase synthesis of biologically important DNA-interactive pyrrolo[2, 1-c][1, 4]benzodiazepine dimers (DSB-120) and their C2-fluorinated analogues
    • Kamal, A.; Shankaraiah, N.; Devaiah, V.; Reddy, K.L. An efficient solid-phase synthesis of biologically important DNA-interactive pyrrolo[2, 1-c][1, 4]benzodiazepine dimers (DSB-120) and their C2-fluorinated analogues. Tetrahedron Lett. 2006, 47, 6553-6556.
    • (2006) Tetrahedron Lett , vol.47 , pp. 6553-6556
    • Kamal, A.1    Shankaraiah, N.2    Devaiah, V.3    Reddy, K.L.4
  • 34
    • 0020535336 scopus 로고
    • 18F]Fluorine labeled aliphatic amino acids
    • 18F]Fluorine labeled aliphatic amino acids. J. Label. Compd. Radiopharm. 1983, XX, 453-461.
    • (1983) J. Label. Compd. Radiopharm , vol.XX , pp. 453-461
    • van der Ley, M.1
  • 35
    • 0032728491 scopus 로고    scopus 로고
    • 18F]fluoro-L-proline, radiotracers for PET-investigation of disordered matrix protein synthesis
    • 18F]fluoro-L-proline, radiotracers for PET-investigation of disordered matrix protein synthesis. J. Label. Compd. Radiopharm. 1999, 42, 1135-1144.
    • (1999) J. Label. Compd. Radiopharm , vol.42 , pp. 1135-1144
    • Hamacher, K.1
  • 41
    • 0025651962 scopus 로고
    • New stereospecific synthesis and X-ray diffraction structures of (-)-d-erythro-and (+ )-l-threo-4-fluoroglutamic acid
    • Hudlicky, M.; Merola, J.S. New stereospecific synthesis and X-ray diffraction structures of (-)-d-erythro-and (+ )-l-threo-4-fluoroglutamic acid. Tetrahedron Lett. 1990, 31, 7403-7406.
    • (1990) Tetrahedron Lett , vol.31 , pp. 7403-7406
    • Hudlicky, M.1    Merola, J.S.2
  • 42
    • 0027164569 scopus 로고
    • The synthesis of dl-3, 3-difluoroglutamic acid from a 3-oxoprolinol derivative
    • Hart, B.P.; Coward, J.K. The synthesis of dl-3, 3-difluoroglutamic acid from a 3-oxoprolinol derivative. Tetrahedron Lett. 1993, 31, 4917-4920.
    • (1993) Tetrahedron Lett , vol.31 , pp. 4917-4920
    • Hart, B.P.1    Coward, J.K.2
  • 43
    • 0025082507 scopus 로고
    • dl-3, 3-difluoroglutamate: an enhancer of folypolyglutamate elongation
    • McGuire, J.J.; Haile, W.H.; Bey, P.; Coward, J.K. dl-3, 3-difluoroglutamate: an enhancer of folypolyglutamate elongation. J. Biol. Chem. 1990, 265, 14073-14079.
    • (1990) J. Biol. Chem , vol.265 , pp. 14073-14079
    • McGuire, J.J.1    Haile, W.H.2    Bey, P.3    Coward, J.K.4
  • 44
    • 0035966190 scopus 로고    scopus 로고
    • Electrophilic fluorination of pyroglutamic acid derivatives: application of substrate-dependent reactivity and diastereoselectivity to the synthesis of optically active 4-fluoroglutamic acids
    • Konas, D.W.; Coward, J.K. Electrophilic fluorination of pyroglutamic acid derivatives: application of substrate-dependent reactivity and diastereoselectivity to the synthesis of optically active 4-fluoroglutamic acids. J. Org. Chem. 2001, 66, 8831-8842.
    • (2001) J. Org. Chem , vol.66 , pp. 8831-8842
    • Konas, D.W.1    Coward, J.K.2
  • 45
    • 0037414505 scopus 로고    scopus 로고
    • Synthesis of cis-4-trifluoromethyl-and cis-4-difluoromethyl-l-pyroglutamic acids
    • Qui, X.-L.; Qing, F.-L. Synthesis of cis-4-trifluoromethyl-and cis-4-difluoromethyl-l-pyroglutamic acids. J. Org. Chem. 2003, 68, 3614-3617.
    • (2003) J. Org. Chem , vol.68 , pp. 3614-3617
    • Qui, X.-L.1    Qing, F.-L.2
  • 46
    • 2542420119 scopus 로고    scopus 로고
    • Syntheses of 4-monofluoromethylenyl-and cis-4-monomethyl-l-pyroglutamic acids via a novel dehydrofluorination
    • Qiu, X.-L.; Meng, W.-D.; Qing, F.-L. Syntheses of 4-monofluoromethylenyl-and cis-4-monomethyl-l-pyroglutamic acids via a novel dehydrofluorination. Tetrahedron 2004, 60, 5201-5206.
    • (2004) Tetrahedron , vol.60 , pp. 5201-5206
    • Qiu, X.-L.1    Meng, W.-D.2    Qing, F.-L.3
  • 47
    • 0037067844 scopus 로고    scopus 로고
    • Synthesis and characterization of partially ß-fluorinated 5, 10, 15, 20-tetraphenylporphyrins and some derivatives
    • Leroy, J.; Porhiel, E.; Bondon, A. Synthesis and characterization of partially ß-fluorinated 5, 10, 15, 20-tetraphenylporphyrins and some derivatives. Tetrahedron 2002, 58, 6713-6722.
    • (2002) Tetrahedron , vol.58 , pp. 6713-6722
    • Leroy, J.1    Porhiel, E.2    Bondon, A.3
  • 48
    • 0028271218 scopus 로고
    • Electrophilic fluorination of a highly functionalized pyrrole
    • Barnes, K.D.; Hu, Y.; Hunt, D.A. Electrophilic fluorination of a highly functionalized pyrrole. Synth. Commun. 1994, 24, 1749-1755.
    • (1994) Synth. Commun , vol.24 , pp. 1749-1755
    • Barnes, K.D.1    Hu, Y.2    Hunt, D.A.3
  • 49
    • 0035278460 scopus 로고    scopus 로고
    • Tetraarylporphyrin synthesis by electrochemical oxidation of porphyrinogens
    • Bondon, A.; Porhiel, E.; Pebay, C.; Thouin, L.; Leroy, J.; Moinet, C. Tetraarylporphyrin synthesis by electrochemical oxidation of porphyrinogens. Electrochim. Acta 2001, 46, 1899-1903.
    • (2001) Electrochim. Acta , vol.46 , pp. 1899-1903
    • Bondon, A.1    Porhiel, E.2    Pebay, C.3    Thouin, L.4    Leroy, J.5    Moinet, C.6
  • 50
    • 27844564327 scopus 로고    scopus 로고
    • Lewis acid catalyzed highly selective halogena-tion of aromatic compounds
    • Zhang, Y.; Shibatomi, K.; Yamamoto, H. Lewis acid catalyzed highly selective halogena-tion of aromatic compounds. Synlett 2005, 2837-2842.
    • (2005) Synlett , pp. 2837-2842
    • Zhang, Y.1    Shibatomi, K.2    Yamamoto, H.3
  • 51
    • 0028034079 scopus 로고
    • First access to 3, 4-difluoro-1H-pyrrole
    • Leroy, J.; Wakselman, C. First access to 3, 4-difluoro-1H-pyrrole. Tetrahedron Lett. 1994, 35, 8605-8608.
    • (1994) Tetrahedron Lett , vol.35 , pp. 8605-8608
    • Leroy, J.1    Wakselman, C.2
  • 52
    • 0000543954 scopus 로고    scopus 로고
    • A straightforward synthesis of 3, 4-difluor-opyrrole
    • Woller, E.K.; Smirnov, V.V.; DiMagno, S.G. A straightforward synthesis of 3, 4-difluor-opyrrole. J. Org. Chem. 1998, 63, 5706-5707.
    • (1998) J. Org. Chem , vol.63 , pp. 5706-5707
    • Woller, E.K.1    Smirnov, V.V.2    DiMagno, S.G.3
  • 53
    • 84982055274 scopus 로고
    • Ringverengung von Azidocyclobutenen zu Cyclopropancarbonitrilen
    • Buhr, G. Ringverengung von Azidocyclobutenen zu Cyclopropancarbonitrilen. Chem. Ber. 1973, 106, 3544-3558.
    • (1973) Chem. Ber , vol.106 , pp. 3544-3558
    • Buhr, G.1
  • 54
    • 0001332196 scopus 로고
    • Fluoropyrroles and tetrafluorporphyrins
    • Onda, H.; Toi, H.; Aoyama, Y.; Ogoshi, H. Fluoropyrroles and tetrafluorporphyrins. Tetrahedron Lett. 1985, 26, 4221-4224.
    • (1985) Tetrahedron Lett , vol.26 , pp. 4221-4224
    • Onda, H.1    Toi, H.2    Aoyama, Y.3    Ogoshi, H.4
  • 55
    • 0028234158 scopus 로고
    • A new approach to the synthesis of ß-fluoropyrrole derivatives
    • Qiu, Z.-M.; Burton, D.J. A new approach to the synthesis of ß-fluoropyrrole derivatives. Tetrahedron Lett. 1994, 35, 4319-4322.
    • (1994) Tetrahedron Lett , vol.35 , pp. 4319-4322
    • Qiu, Z.-M.1    Burton, D.J.2
  • 56
    • 0038204629 scopus 로고    scopus 로고
    • Convenient synthesis of polyfunctionalized ß-fluoropyrroles from rhodium(II)-catalyzed intramolecular N-H insertion reactions
    • Wang, Y.; Zhu, S. Convenient synthesis of polyfunctionalized ß-fluoropyrroles from rhodium(II)-catalyzed intramolecular N-H insertion reactions. Org. Lett. 2003, 5, 745-748.
    • (2003) Org. Lett , vol.5 , pp. 745-748
    • Wang, Y.1    Zhu, S.2
  • 58
    • 0028339201 scopus 로고
    • Fluorination of pyrrolic compounds with xenon difluoride
    • Wang, J.; Scott, A.I. Fluorination of pyrrolic compounds with xenon difluoride. Tetrahedron Lett. 1994, 35, 3679-3682.
    • (1994) Tetrahedron Lett , vol.35 , pp. 3679-3682
    • Wang, J.1    Scott, A.I.2
  • 59
    • 0028264165 scopus 로고
    • Synthesis of the 2-fluoro-11-hydroxy analog of porphobilinogen, a new suicide inhibitor of the enzyme porphobilinogen deaminase
    • Wang, J.; Scott, A.I. Synthesis of the 2-fluoro-11-hydroxy analog of porphobilinogen, a new suicide inhibitor of the enzyme porphobilinogen deaminase. Tetrahedron 1994, 50, 6181-6192.
    • (1994) Tetrahedron , vol.50 , pp. 6181-6192
    • Wang, J.1    Scott, A.I.2
  • 60
    • 0029612207 scopus 로고
    • 4: a convenient general synthesis of fluoropyrroles
    • 4: a convenient general synthesis of fluoropyrroles. J. Chem. Soc. 1995, 2399-2400.
    • (1995) J. Chem. Soc , pp. 2399-2400
    • Wang, J.1    Scott, A.I.2
  • 62
    • 0034695708 scopus 로고    scopus 로고
    • 1, 3-Dipolar cycloaddi-tion of azomethine ylides derived from imines and difluorocarbene to alkynes: a new active Pb-mediated approach to 2-fluoropyrrole derivatives
    • Novikov, M.S.; Khlebnikov, A.F.; Sidorina, E.S.; Kostikov, R.R. 1, 3-Dipolar cycloaddi-tion of azomethine ylides derived from imines and difluorocarbene to alkynes: a new active Pb-mediated approach to 2-fluoropyrrole derivatives. J. Chem. Soc., Perkin Trans. 1 2000, 231-237.
    • (2000) J. Chem. Soc., Perkin Trans. 1 , pp. 231-237
    • Novikov, M.S.1    Khlebnikov, A.F.2    Sidorina, E.S.3    Kostikov, R.R.4
  • 63
    • 0141725355 scopus 로고    scopus 로고
    • A facile carbene route to 2-fluoro-2-pyrrolines via fluorinated azomethine ylides
    • Novikov, M.S.; Khlebnikov, A.F.; Shevchenko, M. A facile carbene route to 2-fluoro-2-pyrrolines via fluorinated azomethine ylides. J. Fluorine Chem. 2003, 123, 177-181.
    • (2003) J. Fluorine Chem , vol.123 , pp. 177-181
    • Novikov, M.S.1    Khlebnikov, A.F.2    Shevchenko, M.3
  • 64
    • 0000241475 scopus 로고
    • Fluorocarbon derivatives of nitrogen. Part 18. Synthesis of fluorinated indolizines through reactions of pyridinium ethoxycarbonylmethylide or pyridinium phenacylide with perfluoropropene, perfluorobut-2-yne and 3, 3, 3-trifluoro-propyne
    • and references therein
    • Banks, R.E.; Khaffaff, S.N. Fluorocarbon derivatives of nitrogen. Part 18. Synthesis of fluorinated indolizines through reactions of pyridinium ethoxycarbonylmethylide or pyridinium phenacylide with perfluoropropene, perfluorobut-2-yne and 3, 3, 3-trifluoro-propyne. J. Fluorine Chem. 1991, 51, 407-418, and references therein.
    • (1991) J. Fluorine Chem , vol.51 , pp. 407-418
    • Banks, R.E.1    Khaffaff, S.N.2
  • 65
    • 0037238451 scopus 로고    scopus 로고
    • Synthesis of fluorinated indolizines and 4H-pyrrolo[1, 2-a]benzi-midazoles via 1, 3-dipolar cycloaddition of fluoroalkenes to N-ylides
    • Wu, K.; Chen, Q.-Y. Synthesis of fluorinated indolizines and 4H-pyrrolo[1, 2-a]benzi-midazoles via 1, 3-dipolar cycloaddition of fluoroalkenes to N-ylides. Synthesis 2003, 35-40.
    • (2003) Synthesis , pp. 35-40
    • Wu, K.1    Chen, Q.-Y.2
  • 66
    • 0032961098 scopus 로고    scopus 로고
    • A one-step approach to 1-(fluoroa!kyl)indolizine derivatives
    • Zhang, X.-c.; Huang, W.-y. A one-step approach to 1-(fluoroa!kyl)indolizine derivatives. Synthesis 1999, 51-54.
    • (1999) Synthesis , pp. 51-54
    • Zhang, X.-C.1    Huang, W.-Y.2
  • 67
    • 0002806895 scopus 로고    scopus 로고
    • Cycloaddition reactions of N-(cyanomethyl)pyridinium ylides with 2, 2-dihydropolyfluoroaIkanoates
    • Zhang, X.-c.; Huang, W.-y. Cycloaddition reactions of N-(cyanomethyl)pyridinium ylides with 2, 2-dihydropolyfluoroaIkanoates. J. Fluorine Chem. 1998, 92, 13-16.
    • (1998) J. Fluorine Chem , vol.92 , pp. 13-16
    • Zhang, X.-C.1    Huang, W.-Y.2
  • 68
    • 0032472099 scopus 로고    scopus 로고
    • A convenient synthesis of polyfluoroalkyl-substituted pyr-azolo[1, 5-a] pyridine, pyrrolo[1, 2-b]pyridazine and indolizine derivatives
    • Zhang, X.-c.; Huang, W.-y. A convenient synthesis of polyfluoroalkyl-substituted pyr-azolo[1, 5-a] pyridine, pyrrolo[1, 2-b]pyridazine and indolizine derivatives. J. Fluorine Chem. 1998, 87, 57-64.
    • (1998) J. Fluorine Chem , vol.87 , pp. 57-64
    • Zhang, X.-C.1    Huang, W.-Y.2
  • 69
    • 0032497682 scopus 로고    scopus 로고
    • Reaction of 1-alkylbenzimidazolium 3-ylides with ethyl 2, 2-dihydropolyfluoroalkanoates
    • Zhang, X.-c.; Huang, W.-y. Reaction of 1-alkylbenzimidazolium 3-ylides with ethyl 2, 2-dihydropolyfluoroalkanoates. Tetrahedron 1998, 54, 12465-12474.
    • (1998) Tetrahedron , vol.54 , pp. 12465-12474
    • Zhang, X.-C.1    Huang, W.-Y.2
  • 70
    • 0031008024 scopus 로고    scopus 로고
    • A new approach to pyrrolo[1, 2-a]quinoxaline derivatives
    • Zhang, X.-c.; Huang, W-y. A new approach to pyrrolo[1, 2-a]quinoxaline derivatives. Tetrahedron Lett. 1997, 38, 4827-4830.
    • (1997) Tetrahedron Lett , vol.38 , pp. 4827-4830
    • Zhang, X.-C.1    Huang, W.-Y.2
  • 71
    • 0000033912 scopus 로고    scopus 로고
    • Preparation of 1-trifluoroacetyl indolizines and their derivatives via the cycloaddition of pyridinium N-ylides with 4-4-ethoxy-1, 1, 1, -trifluorobut-3-en-one
    • Zhu, S.-z.; Qin, C.-y.; Wang, Y.-L.; Chu, Q.-l. Preparation of 1-trifluoroacetyl indolizines and their derivatives via the cycloaddition of pyridinium N-ylides with 4-4-ethoxy-1, 1, 1, -trifluorobut-3-en-one. J. Fluorine Chem. 1999, 99, 183-187.
    • (1999) J. Fluorine Chem , vol.99 , pp. 183-187
    • Zhu, S.-Z.1    Qin, C.-Y.2    Wang, Y.-L.3    Chu, Q.-L.4
  • 72
    • 2542421781 scopus 로고    scopus 로고
    • Synthesis of monofluorinated indolizines and their derivatives by the 1, 3-dipolar reaction of N-ylides with fluorinated vinyl tosylates
    • Fang, X.; Wu, Y.-M.; Deng, J.; Wang, S.-W. Synthesis of monofluorinated indolizines and their derivatives by the 1, 3-dipolar reaction of N-ylides with fluorinated vinyl tosylates. Tetrahedron 2004, 60, 5487-5493.
    • (2004) Tetrahedron , vol.60 , pp. 5487-5493
    • Fang, X.1    Wu, Y.-M.2    Deng, J.3    Wang, S.-W.4
  • 73
    • 0035862640 scopus 로고    scopus 로고
    • The first example of intramolecular cycloaddition of carbene-derived azomethine ylides in a domino reaction of difluorocarbene with Schiff bases
    • Novikov, M.S.; Khlebnikov, A.F.; Besedina, O.V.; Kostikov, R.R. The first example of intramolecular cycloaddition of carbene-derived azomethine ylides in a domino reaction of difluorocarbene with Schiff bases. Tetrahedron Lett. 2001, 42, 533-535.
    • (2001) Tetrahedron Lett , vol.42 , pp. 533-535
    • Novikov, M.S.1    Khlebnikov, A.F.2    Besedina, O.V.3    Kostikov, R.R.4
  • 75
    • 0025778594 scopus 로고
    • Total, asymmetric synthesis of (+ )-casta-nospermine, (+ )-6-deoxycastanospermine, and (+ )-6-deoxy-6-fluorocastanospermine
    • Reymond, J.-L.; Pinkerton, A.A.; Vogel, P. Total, asymmetric synthesis of (+ )-casta-nospermine, (+ )-6-deoxycastanospermine, and (+ )-6-deoxy-6-fluorocastanospermine. J. Org. Chem. 1991, 56, 2128-2135.
    • (1991) J. Org. Chem , vol.56 , pp. 2128-2135
    • Reymond, J.-L.1    Pinkerton, A.A.2    Vogel, P.3
  • 76
    • 0002087260 scopus 로고
    • Monofluorodeuteroporphyrin IX dimethyl ester
    • Billig, M.J.; Baker, E.W. Monofluorodeuteroporphyrin IX dimethyl ester. Chem. Ind. 1969, 654-655.
    • (1969) Chem. Ind , pp. 654-655
    • Billig, M.J.1    Baker, E.W.2
  • 77
    • 0026602866 scopus 로고
    • meso-Perfluorination of porphyrins with N-fluor-opyridinium triflate
    • Naruta, Y.; Tani, F.; Maruyama, K. meso-Perfluorination of porphyrins with N-fluor-opyridinium triflate. Tetrahedron Lett. 1992, 33, 1069-1072.
    • (1992) Tetrahedron Lett , vol.33 , pp. 1069-1072
    • Naruta, Y.1    Tani, F.2    Maruyama, K.3
  • 78
    • 33751158014 scopus 로고
    • Facile synthesis of meso-tetrakis(per-fluoroalkyl)porphyrins: spectroscopic properties and X-ray crystal structure of highly electron-deficient 5, 10, 15, 20-tetrakis(heptafluoropropyl)porphyrin
    • DiMagno, S.G.; Williams, R.A.; Therien, M.J. Facile synthesis of meso-tetrakis(per-fluoroalkyl)porphyrins: spectroscopic properties and X-ray crystal structure of highly electron-deficient 5, 10, 15, 20-tetrakis(heptafluoropropyl)porphyrin. J. Org. Chem. 1994, 59, 6943-6948.
    • (1994) J. Org. Chem , vol.59 , pp. 6943-6948
    • DiMagno, S.G.1    Williams, R.A.2    Therien, M.J.3
  • 79
    • 7444247675 scopus 로고
    • Electronic consequences of nonplanar core conformations in electron-deficient porphyrins: the structure and spectroscopic properties of [5, 10, 15, 20-tetrakis(heptafluoropropyl)-porphinato]cobalt(II)
    • DiMagno, S.G.; Wertsching, A.K.; Ross, C.R., II. Electronic consequences of nonplanar core conformations in electron-deficient porphyrins: the structure and spectroscopic properties of [5, 10, 15, 20-tetrakis(heptafluoropropyl)-porphinato]cobalt(II). J. Am. Chem. Soc. 1995, 117, 8279-8280.
    • (1995) J. Am. Chem. Soc , vol.117 , pp. 8279-8280
    • DiMagno, S.G.1    Wertsching, A.K.2    Ross II, C.R.3
  • 80
    • 0002785250 scopus 로고
    • Synthesis of 1-fluoro-1-demethylmesopor-phyrin-IX
    • Suzuki, A.; Toi, H.; Aoyama, Y.; Ogoshi, H. Synthesis of 1-fluoro-1-demethylmesopor-phyrin-IX. Heterocycles 1992, 33, 87-90.
    • (1992) Heterocycles , vol.33 , pp. 87-90
    • Suzuki, A.1    Toi, H.2    Aoyama, Y.3    Ogoshi, H.4
  • 81
    • 1542298189 scopus 로고    scopus 로고
    • NMR investigation of the heme electronic structure in deoxymyoglobin possessing a fluorinated heme
    • Yamamoto, Y.; Nagao, S.; Hirai, Y.; Inose, T.; Terui, N.; Mita, H.; Suzuki, A. NMR investigation of the heme electronic structure in deoxymyoglobin possessing a fluorinated heme. J. Biol. Inorg. Chem. 2004, 9, 152-160.
    • (2004) J. Biol. Inorg. Chem , vol.9 , pp. 152-160
    • Yamamoto, Y.1    Nagao, S.2    Hirai, Y.3    Inose, T.4    Terui, N.5    Mita, H.6    Suzuki, A.7
  • 82
    • 0029905602 scopus 로고    scopus 로고
    • Synthesis of ringfluorinated porphyrins and reconstituted myoglobins with their iron complexes
    • Suzuki, A.; Tomizawa, T.; Hayashi, T.; Mizutani, T.; Ogoshi, H. Synthesis of ringfluorinated porphyrins and reconstituted myoglobins with their iron complexes. Bull. Chem. Soc. Jpn. 1996, 69, 2923-2933.
    • (1996) Bull. Chem. Soc. Jpn , vol.69 , pp. 2923-2933
    • Suzuki, A.1    Tomizawa, T.2    Hayashi, T.3    Mizutani, T.4    Ogoshi, H.5
  • 83
    • 0008270283 scopus 로고
    • Electron deficient porphyrins. 1. Tetrakis(trifluoromethyl)porphyrin and its metal complexes
    • Homma, M.; Aoyagi, K.; Aoyama, Y.; Ogoshi, H. Electron deficient porphyrins. 1. Tetrakis(trifluoromethyl)porphyrin and its metal complexes. Tetrahedron Lett. 1983, 24, 4343-4346.
    • (1983) Tetrahedron Lett , vol.24 , pp. 4343-4346
    • Homma, M.1    Aoyagi, K.2    Aoyama, Y.3    Ogoshi, H.4
  • 84
    • 0002745631 scopus 로고
    • Facile synthesis of perfluoroalkylporphyrins. Electron deficient porphyrins II
    • Aoyagi, K.; Toi, H.; Aoyama, Y.; Ogoshi, H. Facile synthesis of perfluoroalkylporphyrins. Electron deficient porphyrins II. Chem. Lett. 1988, 1891-1894.
    • (1988) Chem. Lett , pp. 1891-1894
    • Aoyagi, K.1    Toi, H.2    Aoyama, Y.3    Ogoshi, H.4
  • 85
    • 0000972547 scopus 로고    scopus 로고
    • 2, 3, 7, 8, 12, 13, 17, 18-0ctafluoro-5, 10, 15, 20-tetraarylpor-phyrins and their zinc complexes: first spectroscopic, electrochemical, and structural characterization of a perfluorinated tetraarylmetalloporphyrin
    • Woller, E.K.; DiMagno, S.G. 2, 3, 7, 8, 12, 13, 17, 18-0ctafluoro-5, 10, 15, 20-tetraarylpor-phyrins and their zinc complexes: first spectroscopic, electrochemical, and structural characterization of a perfluorinated tetraarylmetalloporphyrin. J. Org. Chem. 1997, 62, 1588-1593.
    • (1997) J. Org. Chem , vol.62 , pp. 1588-1593
    • Woller, E.K.1    DiMagno, S.G.2
  • 86
    • 0030733823 scopus 로고    scopus 로고
    • 2, 3, 7, 8, 12, 13, 17, 18-Octafluoro-5, 10, 15, 20-tetraphenylporphyrin: first synthesis and X-ray crystal structure of the ZnII complex
    • Leroy, J.; Bondon, A.; Toupet, L.; Rolando, C. 2, 3, 7, 8, 12, 13, 17, 18-Octafluoro-5, 10, 15, 20-tetraphenylporphyrin: first synthesis and X-ray crystal structure of the ZnII complex. Chem. Eur. J. 1997, 3, 1890-1893.
    • (1997) Chem. Eur. J , vol.3 , pp. 1890-1893
    • Leroy, J.1    Bondon, A.2    Toupet, L.3    Rolando, C.4
  • 87
    • 0141591659 scopus 로고    scopus 로고
    • Slow electron transfer rates for fluorinated cobalt porphyrins: electronic and conformational factors modulating metalloporphyrin ET
    • Sun, H.; Smirnov, V.V.; DiMagno, S.G. Slow electron transfer rates for fluorinated cobalt porphyrins: electronic and conformational factors modulating metalloporphyrin ET. Inorg. Chem. 2003, 42, 6032-6040.
    • (2003) Inorg. Chem , vol.42 , pp. 6032-6040
    • Sun, H.1    Smirnov, V.V.2    DiMagno, S.G.3
  • 88
    • 0033828427 scopus 로고    scopus 로고
    • Umpolung of a metal-carbon bond: a potential route to porphyrin-based methane functionalization catalysts
    • Nelson, A.P.; DiMagno, S.G. Umpolung of a metal-carbon bond: a potential route to porphyrin-based methane functionalization catalysts. J. Am. Chem. Soc. 2000, 122, 8569-8570.
    • (2000) J. Am. Chem. Soc , vol.122 , pp. 8569-8570
    • Nelson, A.P.1    DiMagno, S.G.2
  • 90
    • 0037064521 scopus 로고    scopus 로고
    • On the role of ß-fluorine substitution on the extent of core deformation of porphyrin dications
    • Porhiel, E.; Toupet, L.; Leroy, J.; Bondon, A. On the role of ß-fluorine substitution on the extent of core deformation of porphyrin dications. Tetrahedron Lett. 2002, 43, 8293-8296.
    • (2002) Tetrahedron Lett , vol.43 , pp. 8293-8296
    • Porhiel, E.1    Toupet, L.2    Leroy, J.3    Bondon, A.4
  • 91
    • 0034923738 scopus 로고    scopus 로고
    • Synthesis of fluorinated analogs of porphyrins potentially useful for the diagnosis and therapy of cancer
    • Kumadaki, I.; Ando, A.; Omote, M. Synthesis of fluorinated analogs of porphyrins potentially useful for the diagnosis and therapy of cancer. J. Fluorine Chem. 2001, 109, 67-81.
    • (2001) J. Fluorine Chem , vol.109 , pp. 67-81
    • Kumadaki, I.1    Ando, A.2    Omote, M.3
  • 92
    • 0034715470 scopus 로고    scopus 로고
    • Fluorinated calix[4]pyrrole and dipyrrolylquinoxaline: neutral anion receptors with augmented affinities and enhanced selectivities
    • and references therein
    • Anzenbacher, P., Jr.; Try, A.C.; Miyaji, H.; Jursíková, K.; Lynch, V.M.; Marquez, M.; Sessler, J.L. Fluorinated calix[4]pyrrole and dipyrrolylquinoxaline: neutral anion receptors with augmented affinities and enhanced selectivities. J. Am. Chem. Soc. 2000, 122, 10268-10272, and references therein.
    • (2000) J. Am. Chem. Soc , vol.122 , pp. 10268-10272
    • Anzenbacher Jr., P.1    Try, A.C.2    Miyaji, H.3    Jursíková, K.4    Lynch, V.M.5    Marquez, M.6    Sessler, J.L.7
  • 93
    • 22244481542 scopus 로고    scopus 로고
    • Anion binding studies of fluorinated expanded calixpyrroles
    • and references therein
    • Sessler, J.L.; Cho, W.-S.; Gross, D.E.; Shriver, J.A.; Lynch, V.M.; Marquez, M. Anion binding studies of fluorinated expanded calixpyrroles. J. Org. Chem. 2005, 70, 5982-5986, and references therein.
    • (2005) J. Org. Chem , vol.70 , pp. 5982-5986
    • Sessler, J.L.1    Cho, W.-S.2    Gross, D.E.3    Shriver, J.A.4    Lynch, V.M.5    Marquez, M.6
  • 94
    • 0033577883 scopus 로고    scopus 로고
    • The first direct synthesis of corroles from pyrrole
    • Gross, Z.; Galili, N.; Saltsman, I. The first direct synthesis of corroles from pyrrole. Angew Chem., Int. Ed. 1999, 38, 1427-1429.
    • (1999) Angew Chem., Int. Ed , vol.38 , pp. 1427-1429
    • Gross, Z.1    Galili, N.2    Saltsman, I.3
  • 95
    • 0000534548 scopus 로고    scopus 로고
    • Solvent-free condensation of pyrrole and pentafluorobenzaldehyde: a novel synthetic pathway to corrole and oligopyrromethenes
    • Gross, Z.; Galili, N.; Simkhovich, L.; Saltsman, I.; Botoshansky, M.; Blaser, D.; Boese, R.; Goldberg, I. Solvent-free condensation of pyrrole and pentafluorobenzaldehyde: a novel synthetic pathway to corrole and oligopyrromethenes. Org. Lett. 1999, 1, 599-602.
    • (1999) Org. Lett , vol.1 , pp. 599-602
    • Gross, Z.1    Galili, N.2    Simkhovich, L.3    Saltsman, I.4    Botoshansky, M.5    Blaser, D.6    Boese, R.7    Goldberg, I.8
  • 97
    • 0141629868 scopus 로고    scopus 로고
    • First synthesis of perfluorinated corrole and its Mn=O complex
    • Liu, H.-Y.; Lai, T.-S.; Yeung, L.-L.; Chang, C.K. First synthesis of perfluorinated corrole and its Mn=O complex. Org. Lett. 2003, 5, 617-620.
    • (2003) Org. Lett , vol.5 , pp. 617-620
    • Liu, H.-Y.1    Lai, T.-S.2    Yeung, L.-L.3    Chang, C.K.4
  • 98
    • 0015228994 scopus 로고
    • Photochemical decomposition of diazonium fluoroborates. Application to the synthesis of ring-fluorinated imidazoles
    • Kirk, K.L.; Cohen, L.A. Photochemical decomposition of diazonium fluoroborates. Application to the synthesis of ring-fluorinated imidazoles. J. Am. Chem. Soc. 1971, 93, 3060-3061.
    • (1971) J. Am. Chem. Soc , vol.93 , pp. 3060-3061
    • Kirk, K.L.1    Cohen, L.A.2
  • 99
    • 0015920812 scopus 로고
    • Photochemistry of diazonium salts I. Synthesis of 4-fluoroimi-dazoles, 4-fluorohistamine, and 4-fluorohistidine
    • Kirk, K.L.; Cohen, L.A. Photochemistry of diazonium salts I. Synthesis of 4-fluoroimi-dazoles, 4-fluorohistamine, and 4-fluorohistidine. J. Am. Chem. Soc. 1973, 95, 4619-4624.
    • (1973) J. Am. Chem. Soc , vol.95 , pp. 4619-4624
    • Kirk, K.L.1    Cohen, L.A.2
  • 100
    • 0015921945 scopus 로고
    • Photochemistry of diazonium salts. II. Synthesis of 2-fluorohistidine and 2-fluorohistamine, and the halogen mobility of 2-fluoroimidazoles
    • Kirk, K.L.; Nagai, W.; Cohen, L.A. Photochemistry of diazonium salts. II. Synthesis of 2-fluorohistidine and 2-fluorohistamine, and the halogen mobility of 2-fluoroimidazoles. J. Am. Chem. Soc. 1973, 95, 8389-8392.
    • (1973) J. Am. Chem. Soc , vol.95 , pp. 8389-8392
    • Kirk, K.L.1    Nagai, W.2    Cohen, L.A.3
  • 101
    • 0037874420 scopus 로고
    • Biochemistry and pharmacology of ring-fluorinated imidazoles
    • In, No 28; Filler, R., Ed.; American Chemical Society, Washington D.C.
    • Kirk, K.L.; Cohen, L.A. Biochemistry and pharmacology of ring-fluorinated imidazoles. In Biochemistry of the Carbon-Fluorine Bond, ACS Symposium Series No 28; Filler, R., Ed.; American Chemical Society, Washington D.C., 1976; 23-36.
    • (1976) Biochemistry of the Carbon-Fluorine Bond, ACS Symposium Series , pp. 23-36
    • Kirk, K.L.1    Cohen, L.A.2
  • 102
    • 0015888244 scopus 로고
    • Synthesis of 2-amino-l-histidine and 2-aminohis-tamine
    • Nagai, W.; Kirk, K.L.; Cohen, L.A. Synthesis of 2-amino-l-histidine and 2-aminohis-tamine. J. Org. Chem. 1973, 38, 1971-1974.
    • (1973) J. Org. Chem , vol.38 , pp. 1971-1974
    • Nagai, W.1    Kirk, K.L.2    Cohen, L.A.3
  • 103
    • 0015896320 scopus 로고
    • Photochemistry of diazonium salts. III. A new and facile synthesis of 4-fluoroimidazoles
    • Kirk, K.L.; Cohen, L.A. Photochemistry of diazonium salts. III. A new and facile synthesis of 4-fluoroimidazoles. J. Org. Chem. 1973, 38, 3647-3648.
    • (1973) J. Org. Chem , vol.38 , pp. 3647-3648
    • Kirk, K.L.1    Cohen, L.A.2
  • 105
    • 0000672881 scopus 로고
    • Photochemistry of diazonium salts. 5. Syntheses of ethyl 2, 4-difluoroimidazole-5-carboxylate and related compounds
    • Takahashi, K.; Kirk, K.L.; Cohen, L.A. Photochemistry of diazonium salts. 5. Syntheses of ethyl 2, 4-difluoroimidazole-5-carboxylate and related compounds. J. Org. Chem. 1984, 49, 1951-1954.
    • (1984) J. Org. Chem , vol.49 , pp. 1951-1954
    • Takahashi, K.1    Kirk, K.L.2    Cohen, L.A.3
  • 106
    • 0000550020 scopus 로고
    • Phototransposition chemistry of 1-methylpyrazole. Deuterium, methyl, and fluorine substitution
    • Pavlik, J.W.; Kurzweil, E.M. Phototransposition chemistry of 1-methylpyrazole. Deuterium, methyl, and fluorine substitution. J. Org. Chem. 1991, 56, 6313-6320.
    • (1991) J. Org. Chem , vol.56 , pp. 6313-6320
    • Pavlik, J.W.1    Kurzweil, E.M.2
  • 107
    • 0033525626 scopus 로고    scopus 로고
    • Synthesis and characterization of derivatives and dimers of 4, 5-dicyanoimidazole
    • Coad, E.C.; Liu, H.; Rasmussen, P.G. Synthesis and characterization of derivatives and dimers of 4, 5-dicyanoimidazole. Tetrahedron 1999, 55, 2811-2826.
    • (1999) Tetrahedron , vol.55 , pp. 2811-2826
    • Coad, E.C.1    Liu, H.2    Rasmussen, P.G.3
  • 108
    • 33846484821 scopus 로고    scopus 로고
    • Fluoride relay: a new concept for the rapid preparation of anhydrous nucleophilic fluoride salts from KF
    • Sun, H.; DiMagno, S.G. Fluoride relay: a new concept for the rapid preparation of anhydrous nucleophilic fluoride salts from KF. Chem. Commun. 2007, 528-529.
    • (2007) Chem. Commun , pp. 528-529
    • Sun, H.1    DiMagno, S.G.2
  • 109
    • 0023846160 scopus 로고
    • Übereine neue Methode zurpositionsselektivenEinführung von Trifluormethyl-Gruppen in Heteroaromaten, Teil 1. Synthese von trifluormethyl-substituierten 1, 3-Azolen (oxazole, thiazole, imidazole)
    • Burger, K.; Geith, G.; Hubel, D. Übereine neue Methode zurpositionsselektivenEinführung von Trifluormethyl-Gruppen in Heteroaromaten, Teil 1. Synthese von trifluormethyl-substituierten 1, 3-Azolen (oxazole, thiazole, imidazole). Synthesis 1988, 189-194.
    • (1988) Synthesis , pp. 189-194
    • Burger, K.1    Geith, G.2    Hubel, D.3
  • 110
    • 0023838213 scopus 로고
    • Über eine neue Methode zur positionsselektiven Einfüuhrung von Trifluormethyl-Gruppen in Heteroaromaten, Teil 2. Nucleophile Substitution an 5-fluor-4-trifluormethyl-substituierten 1, 3-Azolen
    • Burger, K.; Hübel, D.; Geith, K. Über eine neue Methode zur positionsselektiven Einfüuhrung von Trifluormethyl-Gruppen in Heteroaromaten, Teil 2. Nucleophile Substitution an 5-fluor-4-trifluormethyl-substituierten 1, 3-Azolen. Synthesis 1988, 194-198.
    • (1988) Synthesis , pp. 194-198
    • Burger, K.1    Hübel, D.2    Geith, K.3
  • 111
    • 4243884414 scopus 로고
    • Les fluoroazoles: syntheses, proprietes et applications
    • and thesis cited therein
    • Bouchet, P.; Coquelet, C.; Elguero, J. Les fluoroazoles: syntheses, proprietes et applications. Bull. Soc. Chim. Fr. 1977, 171-180, and thesis cited therein.
    • (1977) Bull. Soc. Chim. Fr , pp. 171-180
    • Bouchet, P.1    Coquelet, C.2    Elguero, J.3
  • 112
    • 84890982469 scopus 로고
    • Electrophilic fluorination of tin and mercury derivatives as aroute to fluoroaromatics
    • Bryce, M.R.; Chambers, R.D.; Mullins, S.T.; Parkin, A. Electrophilic fluorination of tin and mercury derivatives as aroute to fluoroaromatics. Bull. Chim. Soc. Fr. 1986, 930-932.
    • (1986) Bull. Chim. Soc. Fr , pp. 930-932
    • Bryce, M.R.1    Chambers, R.D.2    Mullins, S.T.3    Parkin, A.4
  • 113
    • 0016828320 scopus 로고
    • 4-Trifluoromethylimidazoles and 5-(4-pyridyl)-1, 2, 4-triazoles, new classes of xanthine oxidase inhibitors
    • Baldwin, J.J.; Kasinger, P.A.; Novello, F.C.; Sprague, J.M. 4-Trifluoromethylimidazoles and 5-(4-pyridyl)-1, 2, 4-triazoles, new classes of xanthine oxidase inhibitors. J. Med. Chem. 1975, 18, 895-900.
    • (1975) J. Med. Chem , vol.18 , pp. 895-900
    • Baldwin, J.J.1    Kasinger, P.A.2    Novello, F.C.3    Sprague, J.M.4
  • 114
    • 0011919532 scopus 로고
    • A facile synthesis of 2-(trifluoromethyl)histamine and 2-(trifluoromethyl)histidine
    • Kimoto, H.; Kirk, K.L.; Cohen, L.A. A facile synthesis of 2-(trifluoromethyl)histamine and 2-(trifluoromethyl)histidine. J. Org. Chem. 1978, 43, 3403-3405.
    • (1978) J. Org. Chem , vol.43 , pp. 3403-3405
    • Kimoto, H.1    Kirk, K.L.2    Cohen, L.A.3
  • 115
    • 0021365919 scopus 로고
    • Photochemical trifluoromethylation of some biologically significant imidazoles
    • Kimoto, H.; Fujii, S.; Cohen, L.A. Photochemical trifluoromethylation of some biologically significant imidazoles. J. Org. Chem. 1984, 49, 1060-1064.
    • (1984) J. Org. Chem , vol.49 , pp. 1060-1064
    • Kimoto, H.1    Fujii, S.2    Cohen, L.A.3
  • 116
    • 0000627759 scopus 로고
    • Photochemical perfluorination of imidazoles
    • Kimoto, H.; Fujii, S.; Cohen, L.A. Photochemical perfluorination of imidazoles. J. Org. Chem. 1982, 47, 2867-2872.
    • (1982) J. Org. Chem , vol.47 , pp. 2867-2872
    • Kimoto, H.1    Fujii, S.2    Cohen, L.A.3
  • 119
    • 33748290068 scopus 로고    scopus 로고
    • Kinetics and mechanism of the defluorination of 8-fluoropurine nucleosides in basic and acidic media
    • Liu, J.; Barrio, J.R.; Satyamurthy, N. Kinetics and mechanism of the defluorination of 8-fluoropurine nucleosides in basic and acidic media. J. Fluorine Chem. 2006, 127, 1175-1187.
    • (2006) J. Fluorine Chem , vol.127 , pp. 1175-1187
    • Liu, J.1    Barrio, J.R.2    Satyamurthy, N.3
  • 121
    • 33947643729 scopus 로고    scopus 로고
    • The elusive 8-fluoroadenosine: a simple non-enzymatic synthesis and characterization
    • Butora, G.; Schmitt, C.; Levorse, D.A.; Streckfuss, E.; Doss, G.A.; MacCoss, M. The elusive 8-fluoroadenosine: a simple non-enzymatic synthesis and characterization. Tetrahedron 2007, 63, 3782-3789.
    • (2007) Tetrahedron , vol.63 , pp. 3782-3789
    • Butora, G.1    Schmitt, C.2    Levorse, D.A.3    Streckfuss, E.4    Doss, G.A.5    MacCoss, M.6
  • 122
    • 0033578610 scopus 로고    scopus 로고
    • Properly tuned first fluoride-catalyzed TGME-mediated amination process for chloroimidazoles: inexpensive technology for antihis-taminic norastemizole
    • Senanayake, C.H.; Hong, Y.; Xiang, T.; Wilkinson, H.S.; Bakale, R.P.; Jurgens, A. R.; Pippert, M.F.; Butler, H.T.; Wald, S.A. Properly tuned first fluoride-catalyzed TGME-mediated amination process for chloroimidazoles: inexpensive technology for antihis-taminic norastemizole. Tetrahedron Lett. 1999, 40, 6875-6879.
    • (1999) Tetrahedron Lett , vol.40 , pp. 6875-6879
    • Senanayake, C.H.1    Hong, Y.2    Xiang, T.3    Wilkinson, H.S.4    Bakale, R.P.5    Jurgens, A.R.6    Pippert, M.F.7    Butler, H.T.8    Wald, S.A.9
  • 123
    • 33746255373 scopus 로고    scopus 로고
    • Room-temperature nucleophilic aromatic fluorination: experimental and theoretical studies
    • Sun, H.; DiMagno, S.G. Room-temperature nucleophilic aromatic fluorination: experimental and theoretical studies. Angew Chem., Int. Ed. 2006, 45, 2720-2725.
    • (2006) Angew Chem., Int. Ed , vol.45 , pp. 2720-2725
    • Sun, H.1    DiMagno, S.G.2
  • 125
    • 0018634904 scopus 로고
    • Imidazole cyclotrimers (trimidazoles), a novel heteroannular series
    • Takeuchi, Y.; Kirk, K.L.; Cohen, L.A. Imidazole cyclotrimers (trimidazoles), a novel heteroannular series. J. Org. Chem. 1979, 44, 4243-4246.
    • (1979) J. Org. Chem , vol.44 , pp. 4243-4246
    • Takeuchi, Y.1    Kirk, K.L.2    Cohen, L.A.3
  • 126
    • 0027199445 scopus 로고
    • a of the C-7 aminoimidazole on antibacterial spectrum and ß-lactamase stability
    • a of the C-7 aminoimidazole on antibacterial spectrum and ß-lactamase stability. J. Antibiot. 1993, 46, 992-1012.
    • (1993) J. Antibiot , vol.46 , pp. 992-1012
    • Jung, F.1    Boucherot, D.2    Delvare, C.3    Olivier, A.4
  • 127
    • 0040301765 scopus 로고
    • 2-Fluoro-l-histidine: a histidine analog which inhibits enzyme induction
    • In, Filler, R., Ed.; American Chemical Society, Washington D.C.
    • Klein, D.C.; Kirk, K.L. 2-Fluoro-l-histidine: a histidine analog which inhibits enzyme induction. In Biochemistry of the Carbon-Fluorine Bond, ACS Symposium Series; Filler, R., Ed.; American Chemical Society, Washington D.C., 1976; 37-56.
    • (1976) Biochemistry of the Carbon-Fluorine Bond, ACS Symposium Series , pp. 37-56
    • Klein, D.C.1    Kirk, K.L.2
  • 132
    • 0018250297 scopus 로고
    • 19F NMR spectra of 3-, 4-, and 5-fluoro-1-methylpyrazole
    • 19F NMR spectra of 3-, 4-, and 5-fluoro-1-methylpyrazole. J. Heterocycl. Chem. 1978, 15, 1447-1449.
    • (1978) J. Heterocycl. Chem , vol.15 , pp. 1447-1449
    • Fabra, F.1    Vilarrasa, J.2    Coll, J.3
  • 133
    • 0010858015 scopus 로고
    • 19F Couplilng constants in the azole series. Synthesis of 3, 4-, 4, 5-, and 3, 5-difluoropyrazoles
    • 19F Couplilng constants in the azole series. Synthesis of 3, 4-, 4, 5-, and 3, 5-difluoropyrazoles. Tetrahedron Lett. 1979, 34, 3179-3180.
    • (1979) Tetrahedron Lett , vol.34 , pp. 3179-3180
    • Fabra, F.1    Fos, E.2
  • 134
    • 0000646668 scopus 로고
    • Selective fluorination of ethyl 1-methylpyrazole-4-carbox-ylates with poly(hydrogen fluoride)-amine complex under electrolytic anodic oxidation
    • Makino, K.; Yoshioka, H. Selective fluorination of ethyl 1-methylpyrazole-4-carbox-ylates with poly(hydrogen fluoride)-amine complex under electrolytic anodic oxidation. J. Fluorine Chem. 1988, 39, 435-440.
    • (1988) J. Fluorine Chem , vol.39 , pp. 435-440
    • Makino, K.1    Yoshioka, H.2
  • 136
    • 0024849506 scopus 로고
    • Fluoromalonaldehyde bis(dialkyl acetals): synthesis by carbene condensation and transformation to dialkyl fluoromalonates and fluorinated heterocyclic compounds
    • Molines, H.; Wakselman, C. Fluoromalonaldehyde bis(dialkyl acetals): synthesis by carbene condensation and transformation to dialkyl fluoromalonates and fluorinated heterocyclic compounds. J. Org. Chem. 1989, 54, 5618-5620.
    • (1989) J. Org. Chem , vol.54 , pp. 5618-5620
    • Molines, H.1    Wakselman, C.2
  • 138
    • 0029948459 scopus 로고    scopus 로고
    • Regiocon-trolled syntheses of 3-or 5-fluorinated pyrazoles from 2, 2-difluorovinyl ketones
    • Ichikawa, J.; Kobayashi, M.; Noda, Y.; Yokata, N.; Amano, K.; Minami, T. Regiocon-trolled syntheses of 3-or 5-fluorinated pyrazoles from 2, 2-difluorovinyl ketones. J. Org. Chem. 1996, 61, 2763-2769.
    • (1996) J. Org. Chem , vol.61 , pp. 2763-2769
    • Ichikawa, J.1    Kobayashi, M.2    Noda, Y.3    Yokata, N.4    Amano, K.5    Minami, T.6
  • 139
    • 0028959333 scopus 로고
    • Reactions of ß-fluorovinamidinium salt with bifunctional hetero nucleophiles. A new synthetic route to fluorinated heterocycles
    • Shi, X.; Ishihara, T.; Yamanaka, H.; Gupton, J.T. Reactions of ß-fluorovinamidinium salt with bifunctional hetero nucleophiles. A new synthetic route to fluorinated heterocycles. Tetrahedron Lett. 1995, 36, 1527-1530.
    • (1995) Tetrahedron Lett , vol.36 , pp. 1527-1530
    • Shi, X.1    Ishihara, T.2    Yamanaka, H.3    Gupton, J.T.4
  • 140
    • 0034093210 scopus 로고    scopus 로고
    • Fluorine sacrificial cyclizations as an access to 5-fluoropyr-azoles
    • Volle, J.-N.; Schlosser, M. Fluorine sacrificial cyclizations as an access to 5-fluoropyr-azoles. Eur. J. Org. Chem. 2000, 823-828.
    • (2000) Eur. J. Org. Chem , pp. 823-828
    • Volle, J.-N.1    Schlosser, M.2
  • 141
    • 18044386780 scopus 로고    scopus 로고
    • Palladium catalyzed cross-coupling reaction of 5-tributylstannyl-4-fluoropyrazole
    • Hanamoto, T.; Koga, Y.; Kido, E.; Kawanami, T.; Furuno, H.; Inanaga, J. Palladium catalyzed cross-coupling reaction of 5-tributylstannyl-4-fluoropyrazole. Chem. Com-mun. 2005, 2041-2043.
    • (2005) Chem. Com-mun , pp. 2041-2043
    • Hanamoto, T.1    Koga, Y.2    Kido, E.3    Kawanami, T.4    Furuno, H.5    Inanaga, J.6
  • 144
    • 14844315918 scopus 로고    scopus 로고
    • Fluorinated phenylcyclopropy-lamines. Part 4: effects of aryl substituents and stereochemistry on the inhibition of monoamine oxidase by 1-aryl-2-fluoro-cyclopropylamines
    • Ye, S.; Yoshida, S.; Frülich, R.; Haufe, G.; Kirk, K.L. Fluorinated phenylcyclopropy-lamines. Part 4: effects of aryl substituents and stereochemistry on the inhibition of monoamine oxidase by 1-aryl-2-fluoro-cyclopropylamines. Bioorg. Med. Chem. 2005, 13, 2489-2499.
    • (2005) Bioorg. Med. Chem , vol.13 , pp. 2489-2499
    • Ye, S.1    Yoshida, S.2    Frülich, R.3    Haufe, G.4    Kirk, K.L.5
  • 145
    • 0019448653 scopus 로고
    • Preparation and reactivity of an a-(difluoromethylene)-g-lactone
    • Suda, M. Preparation and reactivity of an a-(difluoromethylene)-g-lactone. Tetrahedron Lett. 1981, 22, 1421-1424.
    • (1981) Tetrahedron Lett , vol.22 , pp. 1421-1424
    • Suda, M.1
  • 146
    • 4043058688 scopus 로고    scopus 로고
    • An efficient preparation of novel 5-fluoropyrazolin-3-one derivatives from a-trifluoromethylated a-arylacetates
    • Park, N.K.; Kim, B.T.; Moon, S.S.; Jeon, S.L.; Jeong, I.H. An efficient preparation of novel 5-fluoropyrazolin-3-one derivatives from a-trifluoromethylated a-arylacetates. Tetrahedron 2004, 60, 7943-7949.
    • (2004) Tetrahedron , vol.60 , pp. 7943-7949
    • Park, N.K.1    Kim, B.T.2    Moon, S.S.3    Jeon, S.L.4    Jeong, I.H.5
  • 147
    • 33749253109 scopus 로고    scopus 로고
    • Synthesis of celecoxib via 1, 3-dipolar cycloaddition
    • Oh, L.M. Synthesis of celecoxib via 1, 3-dipolar cycloaddition. Tetrahedron Lett. 2006, 47, 7943-7946.
    • (2006) Tetrahedron Lett , vol.47 , pp. 7943-7946
    • Oh, L.M.1
  • 148
    • 0035188179 scopus 로고    scopus 로고
    • Synthesis of fluorinated pyrazole derivatives from ß-alkoxyvinyl trifluoroketones
    • Song, L.-p.; Chu, Q.-l.; Zhu, S.-z. Synthesis of fluorinated pyrazole derivatives from ß-alkoxyvinyl trifluoroketones. J. Fluorine Chem. 2001, 107, 107-112.
    • (2001) J. Fluorine Chem , vol.107 , pp. 107-112
    • Song, L.-P.1    Chu, Q.-L.2    Zhu, S.-Z.3
  • 149
    • 0034813595 scopus 로고    scopus 로고
    • Regioselective synthesis of fluorinated pyrazole derivatives from trifluormethyl-1, 3-diketone
    • Song, L.-p.; Zhu, S.-z. Regioselective synthesis of fluorinated pyrazole derivatives from trifluormethyl-1, 3-diketone. J. Fluorine Chem. 2001, 111, 201-205.
    • (2001) J. Fluorine Chem , vol.111 , pp. 201-205
    • Song, L.-P.1    Zhu, S.-Z.2
  • 150
    • 34848859255 scopus 로고    scopus 로고
    • Synthesis of pentafluorosulfanylpyrazole and pentafluorosulfanyl-1, 2, 3-triazole and their derivatives as energetic materials by click chemistry
    • Ye, C.; Gard, G.L.; Winter, R.W.; Syvret, R.G.; Twamley, B.; Shreeve, J.M. Synthesis of pentafluorosulfanylpyrazole and pentafluorosulfanyl-1, 2, 3-triazole and their derivatives as energetic materials by click chemistry. Org. Lett. 2007, 9, 3841-3844.
    • (2007) Org. Lett , vol.9 , pp. 3841-3844
    • Ye, C.1    Gard, G.L.2    Winter, R.W.3    Syvret, R.G.4    Twamley, B.5    Shreeve, J.M.6
  • 151
    • 0015923354 scopus 로고
    • A novelrouteto 3(5)-fluoro-1, 2, 4-triazoles and 8-fluoropurines by displacement of the nitro group
    • Naik, S.R.; Witkowski, J.T.; Robins, R.K. A novelrouteto 3(5)-fluoro-1, 2, 4-triazoles and 8-fluoropurines by displacement of the nitro group. J. Org. Chem. 1973, 38, 14353-4354.
    • (1973) J. Org. Chem , vol.38 , pp. 14353-14354
    • Naik, S.R.1    Witkowski, J.T.2    Robins, R.K.3
  • 153
    • 0031660602 scopus 로고    scopus 로고
    • The first versatile synthesis of 1-alkyl-3-fluoro 1H-[1, 2, 4]-triazoles
    • Zumbrunn, A. The first versatile synthesis of 1-alkyl-3-fluoro 1H-[1, 2, 4]-triazoles. Synthesis 1998, 1357-1361.
    • (1998) Synthesis , pp. 1357-1361
    • Zumbrunn, A.1
  • 154
    • 0037462414 scopus 로고    scopus 로고
    • Fluorinated heterocyclic compounds. An expedient route to 4-perfluoroalkyl-1, 2, 4-triazoles via an unusual hydrazinolysis of 5-perfluoroalkyl-1, 2, 4-oxadiazoles: first examples of an ANRORC-like reaction in 1, 2, 4-oxadiazole derivatives
    • Buscemi, S.; Pace, A.; Pibiri, I.; Vivona, N.; Spinelli, D. Fluorinated heterocyclic compounds. An expedient route to 4-perfluoroalkyl-1, 2, 4-triazoles via an unusual hydrazinolysis of 5-perfluoroalkyl-1, 2, 4-oxadiazoles: first examples of an ANRORC-like reaction in 1, 2, 4-oxadiazole derivatives. J. Org. Chem. 2003, 68, 605-608.
    • (2003) J. Org. Chem , vol.68 , pp. 605-608
    • Buscemi, S.1    Pace, A.2    Pibiri, I.3    Vivona, N.4    Spinelli, D.5
  • 155
    • 11144253374 scopus 로고    scopus 로고
    • A direct and general synthesis of 5-substituted 3-trifluoromethyl-1, 2, 4-triazoles via the three component condensation reaction of ethyl trifluoroacetate, hydrazine and amidines
    • 1999
    • Funabike, K.; Noma, N.; Kuzuya, G.; Matusi, M.; Shibata, K. A direct and general synthesis of 5-substituted 3-trifluoromethyl-1, 2, 4-triazoles via the three component condensation reaction of ethyl trifluoroacetate, hydrazine and amidines. J. Chem. Res. Synop. 1999, 300-301, 1999, 1301-1308.
    • (1999) J. Chem. Res. Synop , vol.300-301 , pp. 1301-1308
    • Funabike, K.1    Noma, N.2    Kuzuya, G.3    Matusi, M.4    Shibata, K.5
  • 156
    • 1242352422 scopus 로고    scopus 로고
    • The first 1-aLkyl-3-perfluoroaLkyl-4, 5-dimethyl-1, 2, 4-triazolium salts
    • Xue, H.; Twamley, B.; Shreeve, J.M. The first 1-aLkyl-3-perfluoroaLkyl-4, 5-dimethyl-1, 2, 4-triazolium salts. J. Org. Chem. 2004, 69, 1397-1400.
    • (2004) J. Org. Chem , vol.69 , pp. 1397-1400
    • Xue, H.1    Twamley, B.2    Shreeve, J.M.3
  • 157
    • 2942588783 scopus 로고    scopus 로고
    • Photochemistry of fluorinated heterocyclic compounds. An expedient route for the synthesis of fluorinated 1, 2, 4-oxadizoles and 1, 2, 4-triazoles
    • Pace, A.; Pibiri, I.; Buscemi, S.; Vivona, N. Photochemistry of fluorinated heterocyclic compounds. An expedient route for the synthesis of fluorinated 1, 2, 4-oxadizoles and 1, 2, 4-triazoles. J. Org. Chem. 2004, 69, 4108-4115.
    • (2004) J. Org. Chem , vol.69 , pp. 4108-4115
    • Pace, A.1    Pibiri, I.2    Buscemi, S.3    Vivona, N.4
  • 158
    • 0030798711 scopus 로고    scopus 로고
    • Selectivity and mode of action of carfentrazone-ethyl, a novel phenyl triazolinone herbicide
    • Dayan, F.E.; Duke, S.O.; Weete, J.D.; Hancock, H.G. Selectivity and mode of action of carfentrazone-ethyl, a novel phenyl triazolinone herbicide. Pestic. Sci. 1997, 51, 65-73.
    • (1997) Pestic. Sci , vol.51 , pp. 65-73
    • Dayan, F.E.1    Duke, S.O.2    Weete, J.D.3    Hancock, H.G.4
  • 159
    • 84891042800 scopus 로고    scopus 로고
    • Agricultural products based on fluorinated heterocyclic compounds
    • In, Petrov, V.A., Ed.; Wiley-Blackwell: New York, p xx
    • Hong, W. Agricultural products based on fluorinated heterocyclic compounds. In Fluorinated Heterocyclic Compounds; Petrov, V.A., Ed.; Wiley-Blackwell: New York, 2008; p xx.
    • (2008) Fluorinated Heterocyclic Compounds
    • Hong, W.1
  • 160
    • 37049134095 scopus 로고
    • Organosilicon chemistry. Part X. Reaction of (diazomethyl)trimethylsilane with trifluoroacetonitrile and cyanaogen halides to give triazoles
    • Crossman, J.M.; Haszledine, R.N.; Tipping, A.E. Organosilicon chemistry. Part X. Reaction of (diazomethyl)trimethylsilane with trifluoroacetonitrile and cyanaogen halides to give triazoles. J. Chem. Soc. 1973, 483-486.
    • (1973) J. Chem. Soc , pp. 483-486
    • Crossman, J.M.1    Haszledine, R.N.2    Tipping, A.E.3
  • 161
    • 37049100785 scopus 로고
    • Polyhalogeno-allenes and-acetylenes. Part 15. Dipolar cycloadditions of N-phenylsydnone and aryl azides to perfluoropropa-diene and perfluoropropyne
    • Blackwell, G.B.; Haszeldine, R.N.; Taylor, D.R. Polyhalogeno-allenes and-acetylenes. Part 15. Dipolar cycloadditions of N-phenylsydnone and aryl azides to perfluoropropa-diene and perfluoropropyne. J. Chem. Soc., Perkin Trans. 1 1982, 2207-2210.
    • (1982) J. Chem. Soc., Perkin Trans. 1 , pp. 2207-2210
    • Blackwell, G.B.1    Haszeldine, R.N.2    Taylor, D.R.3
  • 162
    • 12344293492 scopus 로고    scopus 로고
    • Identification of 4-substituted 1, 2, 3-trriazoles as novel oxazolidinone antibacterial agents with reduced activity against monoamine oxidase-A
    • Reck, F.; Zhou, F.; Girardot, M.; Kern, G.; Eyermann, C.J.; Hales, N.J.; Ramsay, R.R.; Gravestock, M.B. Identification of 4-substituted 1, 2, 3-trriazoles as novel oxazolidinone antibacterial agents with reduced activity against monoamine oxidase-A. J. Med. Chem. 2005, 48, 499-506.
    • (2005) J. Med. Chem , vol.48 , pp. 499-506
    • Reck, F.1    Zhou, F.2    Girardot, M.3    Kern, G.4    Eyermann, C.J.5    Hales, N.J.6    Ramsay, R.R.7    Gravestock, M.B.8
  • 163
    • 0001024688 scopus 로고
    • Aryltrifluoromethyl-1, 2, 3-triazoles
    • Meazza, G.; Zanardi, G. Aryltrifluoromethyl-1, 2, 3-triazoles. J. Fluorine Chem. 1991, 55, 199-206.
    • (1991) J. Fluorine Chem , vol.55 , pp. 199-206
    • Meazza, G.1    Zanardi, G.2
  • 164
    • 0002627128 scopus 로고    scopus 로고
    • Organofluorine compounds and fluorinating agents. Part 26. New reversed nucleosides-perfluoroalkyl substituted 1, 2, 3-triazoles linked to d-galactose and d-altrose
    • Hager, C.; Miethchen, R.; Reinke, H. Organofluorine compounds and fluorinating agents. Part 26. New reversed nucleosides-perfluoroalkyl substituted 1, 2, 3-triazoles linked to d-galactose and d-altrose. J. Fluorine Chem. 2000, 104, 135-142.
    • (2000) J. Fluorine Chem , vol.104 , pp. 135-142
    • Hager, C.1    Miethchen, R.2    Reinke, H.3
  • 165
    • 0348237063 scopus 로고    scopus 로고
    • Organofluorine compounds and fluorinating agents. 27. New trifluoromethyl substituted 1, 2, 3-triazoles linked to d-galactose and d-gulose
    • Hager, C.; Miethchen, R.; Reinke, H. Organofluorine compounds and fluorinating agents. 27. New trifluoromethyl substituted 1, 2, 3-triazoles linked to d-galactose and d-gulose. J. Prakt. Chem. 2000, 342, 414-420.
    • (2000) J. Prakt. Chem , vol.342 , pp. 414-420
    • Hager, C.1    Miethchen, R.2    Reinke, H.3
  • 166
    • 0006644846 scopus 로고    scopus 로고
    • Perfluoralkylsubstituierte ß-Chlorvinylaldehyde: eine neue Klasse von building blocks zur Synthese fluorierter Heterocyclen
    • Greif, D.; Eilitz, U.; Pulst, M.; Riedel, D.; Wecks, M. Perfluoralkylsubstituierte ß-Chlorvinylaldehyde: eine neue Klasse von building blocks zur Synthese fluorierter Heterocyclen. J. Fluorine Chem. 1999, 94, 91-103.
    • (1999) J. Fluorine Chem , vol.94 , pp. 91-103
    • Greif, D.1    Eilitz, U.2    Pulst, M.3    Riedel, D.4    Wecks, M.5
  • 168
    • 0039794753 scopus 로고
    • Synthese de N-(tetrazol-5-yl) azetidin-2-ones
    • Klich, M.; Teutsch, G. Synthese de N-(tetrazol-5-yl) azetidin-2-ones. Tetrahedron 1986, 42, 2677-2684.
    • (1986) Tetrahedron , vol.42 , pp. 2677-2684
    • Klich, M.1    Teutsch, G.2
  • 169
    • 0008572930 scopus 로고
    • 5-Trifluoromethyltetrazole and its derivatives
    • Norris, W.P. 5-Trifluoromethyltetrazole and its derivatives. J. Org. Chem. 1962, 27, 3248-3251.
    • (1962) J. Org. Chem , vol.27 , pp. 3248-3251
    • Norris, W.P.1
  • 170
    • 0038723870 scopus 로고
    • 5-Perfluoroalkyltetrazoles. 1. Ring-opening reactions
    • Brown, H.C.; Kassal, R.J. 5-Perfluoroalkyltetrazoles. 1. Ring-opening reactions. J. Org. Chem. 1967, 32, 1871-1873.
    • (1967) J. Org. Chem , vol.32 , pp. 1871-1873
    • Brown, H.C.1    Kassal, R.J.2
  • 171
    • 0005466944 scopus 로고    scopus 로고
    • Synthesis of trifluoromethyltetrazoles via building block strategy
    • Xiao, J.; Zhang, X.; Wang, D.; Yuan, C. Synthesis of trifluoromethyltetrazoles via building block strategy. J. Fluorine Chem. 1999, 99, 83-85.
    • (1999) J. Fluorine Chem , vol.99 , pp. 83-85
    • Xiao, J.1    Zhang, X.2    Wang, D.3    Yuan, C.4
  • 173
    • 0347517811 scopus 로고    scopus 로고
    • The difluoromethylene group as a replacement for the labile oxygen in steroid sulfates: a new approach to steroid sulfatase inhibitors
    • Lapierre, J.; Ahmed, V.; Chen, M.-J.; Ispahany, M.; Guillemette, J.G.; Taylor, S.D. The difluoromethylene group as a replacement for the labile oxygen in steroid sulfates: a new approach to steroid sulfatase inhibitors. Bioorg. Med. Chem. Lett. 2004, 14, 151-155.
    • (2004) Bioorg. Med. Chem. Lett , vol.14 , pp. 151-155
    • Lapierre, J.1    Ahmed, V.2    Chen, M.-J.3    Ispahany, M.4    Guillemette, J.G.5    Taylor, S.D.6
  • 174
    • 0003536898 scopus 로고
    • Organofluorine Chemistry. Principles and Commercial Applications
    • Eds., Plenum Press: New York
    • Banks, R.E.; Smart, B.E.; Tatlow, J.C., Eds.; Organofluorine Chemistry. Principles and Commercial Applications; Plenum Press: New York, 1994.
    • (1994)
    • Banks, R.E.1    Smart, B.E.2    Tatlow, J.C.3
  • 176
    • 33745300176 scopus 로고    scopus 로고
    • Interaction of the azole N-sodium derivatives with Freon-113: synthesis of N-(2, 2-dichlorotrifluoroethyl)azoles
    • Petko, K.I.; Yagupolskii, L.M. Interaction of the azole N-sodium derivatives with Freon-113: synthesis of N-(2, 2-dichlorotrifluoroethyl)azoles. Synth. Commun. 2006, 36, 1967-1972.
    • (2006) Synth. Commun , vol.36 , pp. 1967-1972
    • Petko, K.I.1    Yagupolskii, L.M.2
  • 177
    • 33845506639 scopus 로고    scopus 로고
    • Chemical properties of N-difluoro-methyl-and N-2-H-tetrafluoroethylypyrazoles
    • Petko, K.I.; Sokolenko, T.M.; Yagupolskii, L.M. Chemical properties of N-difluoro-methyl-and N-2-H-tetrafluoroethylypyrazoles. Chem. Heterocycl. Comp. 2006, 42, 1177-1184.
    • (2006) Chem. Heterocycl. Comp , vol.42 , pp. 1177-1184
    • Petko, K.I.1    Sokolenko, T.M.2    Yagupolskii, L.M.3
  • 178
    • 25144514490 scopus 로고    scopus 로고
    • Chemical properties of N-polyfluor-oethylimidazole and-pyrrole derivatives
    • Yagupolskii, L.M.; Sokolenko, T.M.; Petko, K.I. Chemical properties of N-polyfluor-oethylimidazole and-pyrrole derivatives. Russ. Chem. Bull., Int. Ed. 2005, 54, 796-802.
    • (2005) Russ. Chem. Bull., Int. Ed , vol.54 , pp. 796-802
    • Yagupolskii, L.M.1    Sokolenko, T.M.2    Petko, K.I.3
  • 179
    • 4644280536 scopus 로고    scopus 로고
    • N-Polyfluoroethyl and N-2-chlorodi-fluorovinyl derivatives of azoles
    • Rudyuk, V.V.; Fedyuk, D.V.; Yagupolskii, L.V. N-Polyfluoroethyl and N-2-chlorodi-fluorovinyl derivatives of azoles. J. Fluorine Chem. 2004, 125, 1465-1471.
    • (2004) J. Fluorine Chem , vol.125 , pp. 1465-1471
    • Rudyuk, V.V.1    Fedyuk, D.V.2    Yagupolskii, L.V.3
  • 180
    • 26444553617 scopus 로고    scopus 로고
    • N-(2-Bromotetrafluor-oethyl) derivatives of five-membered nitrogen-containing heterocycles
    • Petko, K.I.; Sokolenko, T.M.; Bezdudny, A.V.; Yagupolskii, L.M. N-(2-Bromotetrafluor-oethyl) derivatives of five-membered nitrogen-containing heterocycles. J. Fluorine Chem. 2005, 126, 1342-1346.
    • (2005) J. Fluorine Chem , vol.126 , pp. 1342-1346
    • Petko, K.I.1    Sokolenko, T.M.2    Bezdudny, A.V.3    Yagupolskii, L.M.4
  • 182
    • 0010135252 scopus 로고
    • Synthesis of perflourochemicals as blood substitutes. Part IV. Electrochemical fluorina-tion of N-cycloalkyl-pyrrolidines and-piperidines
    • Ono, T.; Inoue, Y.; Arakawa, Y.; Naito, Y.; Fukaya, C.; Yamanouchi, K.; Yokoyama, K. Synthesis of perflourochemicals as blood substitutes. Part IV. Electrochemical fluorina-tion of N-cycloalkyl-pyrrolidines and-piperidines. J. Fluorine Chem. 1989, 43, 67-85.
    • (1989) J. Fluorine Chem , vol.43 , pp. 67-85
    • Ono, T.1    Inoue, Y.2    Arakawa, Y.3    Naito, Y.4    Fukaya, C.5    Yamanouchi, K.6    Yokoyama, K.7
  • 183
    • 0001381758 scopus 로고
    • The electrochemical fluorination of nitrogen-containing carboxylic acids. Fluorination of methyl esters of cyclic amino-group substituted carboxylic acids
    • and references therein
    • Abe, T.; Hayashi, E.; Fukaya, H.; Baba, H. The electrochemical fluorination of nitrogen-containing carboxylic acids. Fluorination of methyl esters of cyclic amino-group substituted carboxylic acids. J. Fluorine Chem. 1990, 50, 173-176, and references therein.
    • (1990) J. Fluorine Chem , vol.50 , pp. 173-176
    • Abe, T.1    Hayashi, E.2    Fukaya, H.3    Baba, H.4
  • 184
    • 0000238771 scopus 로고
    • The electrochemical fluorination of nitrogen-containing carboxylic acids. Fluorination of methyl esters of 3-dialkylamino propionic acids
    • and references therein
    • Abe, T.; Hayashi, E.; Fukaya, H.; Hayakawa, Y.; Baba, H.; Ishikawa, S.; Asahino, K. The electrochemical fluorination of nitrogen-containing carboxylic acids. Fluorination of methyl esters of 3-dialkylamino propionic acids. J. Fluorine Chem. 1992, 57, 101-111, and references therein.
    • (1992) J. Fluorine Chem , vol.57 , pp. 101-111
    • Abe, T.1    Hayashi, E.2    Fukaya, H.3    Hayakawa, Y.4    Baba, H.5    Ishikawa, S.6    Asahino, K.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.