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Volumn 14, Issue 7, 2014, Pages 966-978

Decarboxylative fluorination strategies for accessing medicinally-relevant products

Author keywords

Copper; Decarboxylation; Difluoromethylation; Fluorination; Trifluoromethylation

Indexed keywords

3,3 DIFLUOROIODOCYCLOPROPENE; 4,5 DIFLUOROMETHANOPROLINE; ALLYLIC BROMODIFLUOROACETATE; ALLYLIC DIFLUOROMETHANE; ALLYLIC DIFLUOROMETHYLSULFONE; ARYL TRIFLUOROMETHYL KETONE; BENZYLIC HALODIFLUOROACETATE; CHLORODIFLUOROACETIC ESTER; CYCLOHEXANONE; DIFLUOROCYCLOPROOPANE; DIFLUOROCYCLOPROPANE; DIFLUOROMETHYLENE PHOSPHONIUM; DIFLUOROMETHYLENEYLIDE; DIFLUOROMETHYLSULFONE; DIFLUORONORCARANE; DIMETHYL SULFOXIDE; FLUORINE 18; FLUORINE DERIVATIVE; FLUOROFORM; HAODIFLUOROACETATE ESTER; L, L DIFLUOROOLEFIN; N FLUOROBENZENESULFONIMIDE; PROPARGYLIC CHLORODIFLUOROACETATE; THIOPHENOL; TRIFLUOROACETIC ACID; TRIFLUOROACETOPHENONE; TRIFLUOROETHYLKETONE; TRIFLUOROMETHYLALLENE; TRIMETHYLSILYL FLUOROSULFONYLDIFLUOROACETATE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84897408697     PISSN: 15680266     EISSN: 18734294     Source Type: Journal    
DOI: 10.2174/1568026614666140202210850     Document Type: Review
Times cited : (21)

References (77)
  • 3
    • 84882268052 scopus 로고    scopus 로고
    • Introduction of fluorine and fluorine-containing functional groups
    • Liang, T.; Neumann, C. N.; Ritter, T. Introduction of fluorine and fluorine-containing functional groups. Angew. Chem. Int. Ed., 2013, 52, 8214-8264.
    • (2013) Angew. Chem. Int. Ed , vol.52 , pp. 8214-8264
    • Liang, T.1    Neumann, C.N.2    Ritter, T.3
  • 4
    • 84863899245 scopus 로고    scopus 로고
    • Transition metal-catalyzed fluorination of multi carboncarbon bonds: New strategies for fluorinated heterocycles
    • Liu, G. Transition metal-catalyzed fluorination of multi carboncarbon bonds: new strategies for fluorinated heterocycles. Org. Biomol. Chem., 2012, 10, 6243-6248.
    • (2012) Org. Biomol. Chem , vol.10 , pp. 6243-6248
    • Liu, G.1
  • 5
    • 84857522998 scopus 로고    scopus 로고
    • Transition metal catalysis and nucleophilic fluorination
    • Hollingworth, C.; Gouverneur, V. Transition metal catalysis and nucleophilic fluorination. Chem. Commun., 2012, 48, 2929-2942.
    • (2012) Chem. Commun , vol.48 , pp. 2929-2942
    • Hollingworth, C.1    Gouverneur, V.2
  • 6
    • 79958141712 scopus 로고    scopus 로고
    • Aromatic trifluoromethylation with metal complexes
    • Tomashenko, O. A.; Grushin, V. V. Aromatic trifluoromethylation with metal complexes. Chem. Rev., 2011, 111, 4475-4521.
    • (2011) Chem. Rev , vol.111 , pp. 4475-4521
    • Tomashenko, O.A.1    Grushin, V.V.2
  • 8
    • 80054968939 scopus 로고    scopus 로고
    • Decarboxylative coupling reactions: A modern strategy for C-C-bond formation
    • Rodríguez, N.; Goossen, L. J. Decarboxylative coupling reactions: a modern strategy for C-C-bond formation. Chem. Soc. Rev., 2011, 40, 5030-5048.
    • (2011) Chem. Soc. Rev , vol.40 , pp. 5030-5048
    • Rodríguez, N.1    Goossen, L.J.2
  • 9
    • 79952688980 scopus 로고    scopus 로고
    • Transition metal-catalyzed decarboxylative allylation and benzylation reactions
    • Weaver, J. D.; Recio, A; Grenning, A. J.; Tunge, J. A. Transition metal-catalyzed decarboxylative allylation and benzylation reactions. Chem. Rev., 2011, 111, 1846-1913.
    • (2011) Chem. Rev , vol.111 , pp. 1846-1913
    • Weaver, J.D.1    Recio, A.2    Grenning, A.J.3    Tunge, J.A.4
  • 11
    • 37049078697 scopus 로고
    • Sodium perfluoroalkane carboxylates as sources of perfluoroalkyl groups
    • DOI: 10. 1039/P19880000921
    • Carr, G. E.; Chambers, R. D.; Holmes, T. F.; Parker, D. G. Sodium perfluoroalkane carboxylates as sources of perfluoroalkyl groups. J. Chem. Soc., Perkin Trans. I, 1988, 921-926. DOI: 10. 1039/P19880000921.
    • (1988) J. Chem. Soc., Perkin Trans. I , pp. 921-926
    • Carr, G.E.1    Chambers, R.D.2    Holmes, T.F.3    Parker, D.G.4
  • 12
    • 20744457905 scopus 로고    scopus 로고
    • Trifluoromethylation of carbonyl compounds with sodium trifluoroacetate
    • Chang, Y.; Cai, C. Trifluoromethylation of carbonyl compounds with sodium trifluoroacetate. J. Fluorine Chem., 2005, 126, 937-940.
    • (2005) J. Fluorine Chem , vol.126 , pp. 937-940
    • Chang, Y.1    Cai, C.2
  • 13
    • 78049476936 scopus 로고    scopus 로고
    • Decarboxylative trifluoromethylation of aryl halides using well-defined coppertrifluoroacetate and-chlorodifluoroacetate precursors
    • McReynolds, K. A.; Lewis, R. S.; Ackerman, L. K. G.; Dubinina, G. G.; Brennessel, W. W.; Vicic, D. A. Decarboxylative trifluoromethylation of aryl halides using well-defined coppertrifluoroacetate and-chlorodifluoroacetate precursors. J. Fluorine Chem., 2010, 131, 1108-1112.
    • (2010) J. Fluorine Chem , vol.131 , pp. 1108-1112
    • McReynolds, K.A.1    Lewis, R.S.2    Ackerman, L.K.G.3    Dubinina, G.G.4    Brennessel, W.W.5    Vicic, D.A.6
  • 14
    • 37049084004 scopus 로고
    • Novel synthesis of 2, 2, 2-trifluoroethyl compounds from homoallylic alcohols: A copper(I) iodide-initiated trifluoromethyl-dehydroxylation process
    • Duan, J.-X.; Chen, Q.-Y. Novel synthesis of 2, 2, 2-trifluoroethyl compounds from homoallylic alcohols: a copper(I) iodide-initiated trifluoromethyl-dehydroxylation process. J. Chem. Soc., Chem. Commun., 1994, 725-730.
    • (1994) J. Chem. Soc., Chem. Commun , pp. 725-730
    • Duan, J.-X.1    Chen, Q.-Y.2
  • 15
    • 0032482530 scopus 로고    scopus 로고
    • An efficient asymmetric synthesis of a potent COX-2 inhibitor L-784, 512
    • Tan, L.; Chen, C.-y.; Larsen, R. D.; Verhoeven, T. R.; Reider, P. J. An efficient asymmetric synthesis of a potent COX-2 inhibitor L-784, 512. Tetrahedron Lett,. 1998, 39, 3961-3964.
    • (1998) Tetrahedron Lett , vol.39 , pp. 3961-3964
    • Tan, L.1    Chen, C.-Y.2    Larsen, R.D.3    Verhoeven, T.R.4    Reider, P.J.5
  • 16
    • 84887096120 scopus 로고    scopus 로고
    • Copper-catalyzed decarboxylative trifluoromethylation of allylic bromodifluoroacetates
    • Ambler, B. R.; Altman, R. A. Copper-catalyzed decarboxylative trifluoromethylation of allylic bromodifluoroacetates. Org. Lett., 2013, 15, 5578-5581.
    • (2013) Org. Lett , vol.15 , pp. 5578-5581
    • Ambler, B.R.1    Altman, R.A.2
  • 18
    • 84867216409 scopus 로고    scopus 로고
    • Copper-catalyzed nucleophilic trifluoromethylation of allylic halides: A simple approach to allylic trifluoromethylation
    • Miyake, Y.; Ota, S.-i.; Nishibayashi, Y. Copper-catalyzed nucleophilic trifluoromethylation of allylic halides: a simple approach to allylic trifluoromethylation. Chem. Eur. J., 2012, 18, 13255-13258.
    • (2012) Chem. Eur. J , vol.18 , pp. 13255-13258
    • Miyake, Y.1    Ota, S.-I.2    Nishibayashi, Y.3
  • 19
    • 37049090899 scopus 로고
    • Methyl fluorosulfonyldifluoroacetate: A new trifluoromethylating agent
    • Chen, Q.-Y.; Wu, S.-W. Methyl fluorosulfonyldifluoroacetate: a new trifluoromethylating agent. J. Chem. Soc., Chem. Commun., 1989, 11, 705-706.
    • (1989) J. Chem. Soc., Chem. Commun , vol.11 , pp. 705-706
    • Chen, Q.-Y.1    Wu, S.-W.2
  • 20
    • 0000699086 scopus 로고
    • Copper electron-transfer induced trifluoromethylation with methyl fluorosulfonyldifluoroacetate
    • Chen, Q.-Y.; Yang, G.-Y.; Wu, S.-W. Copper electron-transfer induced trifluoromethylation with methyl fluorosulfonyldifluoroacetate. J. Fluorine Chem., 1991, 55, 291-298.
    • (1991) J. Fluorine Chem , vol.55 , pp. 291-298
    • Chen, Q.-Y.1    Yang, G.-Y.2    Wu, S.-W.3
  • 21
    • 0001571301 scopus 로고
    • Generation of trifluoromethyl copper from chlorodifluoroacetate
    • MacNeil, J. G.; Burton, D. J. Generation of trifluoromethyl copper from chlorodifluoroacetate. J. Fluorine Chem., 1991, 55, 225-227.
    • (1991) J. Fluorine Chem , vol.55 , pp. 225-227
    • McNeil, J.G.1    Burton, D.J.2
  • 22
    • 0026337764 scopus 로고
    • Methyl chlorodifluoroaceate: A convenient trifluoromethylating agent
    • Su, D.-B.; Duan, J.-X.; Chen, Q.-Y. Methyl chlorodifluoroaceate: a convenient trifluoromethylating agent. Tetrahedron Lett., 1991, 32, 7689-7690.
    • (1991) Tetrahedron Lett , vol.32 , pp. 7689-7690
    • Su, D.-B.1    Duan, J.-X.2    Chen, Q.-Y.3
  • 23
    • 0013520420 scopus 로고
    • Synthesis of trifluoromethyl aryl derivatives via difluorocarbene precursors and nitro-substituted aryl chlorides
    • Duan, J.-X.; Su, D.-B.; Wu, J.-P.; Chen, Q. Y. Synthesis of trifluoromethyl aryl derivatives via difluorocarbene precursors and nitro-substituted aryl chlorides. J. Fluorine Chem., 1994, 66, 167-169.
    • (1994) J. Fluorine Chem , vol.66 , pp. 167-169
    • Duan, J.-X.1    Su, D.-B.2    Wu, J.-P.3    Chen, Q.Y.4
  • 24
    • 0000139381 scopus 로고
    • Trifluoromethylation of organic halides with methyl halodifluoroaceates-a process via difluorocarbene and trifluoromethide intermediates
    • Duan, J.; Su, D.-B.; Chen, Q.-Y. Trifluoromethylation of organic halides with methyl halodifluoroaceates-a process via difluorocarbene and trifluoromethide intermediates. J. Fluorine Chem., 1993, 61, 279-284.
    • (1993) J. Fluorine Chem , vol.61 , pp. 279-284
    • Duan, J.1    Su, D.-B.2    Chen, Q.-Y.3
  • 25
    • 37049088611 scopus 로고
    • Methyl 3-oxo-α-fluorosulfonylperfluoropentanoate: A versatile trifluoromethylating agent for organic halides
    • DOI: 10. 1039/C39930001389
    • Chen, Q.-Y.; Duan, J.-X. Methyl 3-oxo-α-fluorosulfonylperfluoropentanoate: a versatile trifluoromethylating agent for organic halides. J. Chem. Soc., Chem. Commun., 1993, 1389-1391. DOI: 10. 1039/C39930001389.
    • (1993) J. Chem. Soc., Chem. Commun , pp. 1389-1391
    • Chen, Q.-Y.1    Duan, J.-X.2
  • 26
    • 16144366423 scopus 로고    scopus 로고
    • 2K), a low-temperature trifluoromethylating agent for organic halides: It's β-carbon-oxygen bond fragmentation
    • 2K), a low-temperature trifluoromethylating agent for organic halides: it's β-carbon-oxygen bond fragmentation. J. Fluorine Chem., 1996, 78, 177-181.
    • (1996) J. Fluorine Chem , vol.78 , pp. 177-181
    • Long, Z.-Y.1    Duan, J.-X.2    Lin, Y.-B.3    Guo, C.-Y.4    Chen, Q.-Y.5
  • 27
    • 0002431633 scopus 로고
    • Trifluoromethylation of organic halides with difluorocarbene precursors
    • Chen, Q.-Y. Trifluoromethylation of organic halides with difluorocarbene precursors. J. Fluorine Chem., 1995, 72, 241-246.
    • (1995) J. Fluorine Chem , vol.72 , pp. 241-246
    • Chen, Q.-Y.1
  • 28
    • 79952189007 scopus 로고    scopus 로고
    • Trifluoromethylation of aryl heteroaryl halides
    • Roy, S.; Gregg, B. T.; Gribble, G. W.; Le, V.-D.; Roy, S. Trifluoromethylation of aryl heteroaryl halides. Tetrahedron, 2011, 67, 2161-2195.
    • (2011) Tetrahedron , vol.67 , pp. 2161-2195
    • Roy, S.1    Gregg, B.T.2    Gribble, G.W.3    Le, V.-D.4    Roy, S.5
  • 31
    • 9644277114 scopus 로고    scopus 로고
    • Copper in cross-coupling reactions: The post-Ullmann chemistry
    • Beletskaya, I. P.; Cheprakov, A. V. Copper in cross-coupling reactions: the post-Ullmann chemistry. Coord. Chem. Rev., 2004, 248, 2337-2364.
    • (2004) Coord. Chem. Rev , vol.248 , pp. 2337-2364
    • Beletskaya, I.P.1    Cheprakov, A.V.2
  • 33
    • 84897448248 scopus 로고    scopus 로고
    • Radiosyntheses using Fluorine-18: The Art and Science of Late Stage Fluorination
    • Cole, E. L.; Stewart, M. N.; Kittich, R.; Hoareau, R.; Scott, P. J. H. Radiosyntheses using Fluorine-18: the Art and Science of Late Stage Fluorination. Curr. Top. Med. Chem., 2014, 14(7), 875-900.
    • (2014) Curr. Top. Med. Chem , vol.14 , Issue.7 , pp. 875-900
    • Cole, E.L.1    Stewart, M.N.2    Kittich, R.3    Hoareau, R.4    Scott, P.J.H.5
  • 34
    • 34648840852 scopus 로고    scopus 로고
    • Nucleophilic trifluoromethylation of aryl halides with methyl trifluoroacetates
    • Langlois, B. R.; Roeques, N. Nucleophilic trifluoromethylation of aryl halides with methyl trifluoroacetates. J. Fluorine Chem. 2007, 128, 1318-1325.
    • (2007) J. Fluorine Chem , vol.128 , pp. 1318-1325
    • Langlois, B.R.1    Roeques, N.2
  • 35
    • 84866727447 scopus 로고    scopus 로고
    • Towards a practical and efficient copper-catalyzed trifluoromethylation of aryl halides
    • Schareina, T.; Wu, X.-F.; Zapf, A.; Cotté, A.; Gotta, M.; Beller, M. Towards a practical and efficient copper-catalyzed trifluoromethylation of aryl halides. Top. Catal., 2012, 55, 426-431.
    • (2012) Top. Catal , vol.55 , pp. 426-431
    • Schareina, T.1    Wu, X.-F.2    Zapf, A.3    Cotté, A.4    Gotta, M.5    Beller, M.6
  • 36
    • 0002921425 scopus 로고
    • A convenient trifluoromethylation of aromatic halides with sodium trifluoroacetate
    • Matsui, K.; Tobita, E.; Ando, M.; Kondo, K. A convenient trifluoromethylation of aromatic halides with sodium trifluoroacetate. Chem. Lett., 1981, 1719-1720.
    • (1981) Chem. Lett , pp. 1719-1720
    • Matsui, K.1    Tobita, E.2    Ando, M.3    Kondo, K.4
  • 40
    • 84890537879 scopus 로고    scopus 로고
    • Flow microreactor synthesis in organo-fluorine chemistry
    • Amii, H.; Nagaki, A.; Yoshida, J.-i. Flow microreactor synthesis in organo-fluorine chemistry. Beilstein J. Org. Chem., 2013, 9, 2793-2802.
    • (2013) Beilstein J. Org. Chem , vol.9 , pp. 2793-2802
    • Amii, H.1    Nagaki, A.2    Yoshida, J.-I.3
  • 41
    • 84886006811 scopus 로고    scopus 로고
    • Rapid and efficient trifluoromethylation of aromatic and heteroaromatic compounds using potassium trifluoroacetates enabled by a flow system
    • Chen, M.; Buchwald, S. L. Rapid and efficient trifluoromethylation of aromatic and heteroaromatic compounds using potassium trifluoroacetates enabled by a flow system. Angew. Chem. Int. Ed., 2013, 52, 11628-11631.
    • (2013) Angew. Chem. Int. Ed , vol.52 , pp. 11628-11631
    • Chen, M.1    Buchwald, S.L.2
  • 42
    • 78049476936 scopus 로고    scopus 로고
    • Decarboxylative trifluoromethylation of aryl halides using well-defined copper-trifluoroacetate and-chlorodifluoroacetate precursors
    • McReynolds, K. A.; Lewis, R. S.; Ackerman, K. G.; Dubinina, G. G.; Brennessel, W. W.; Vicic, D. A. Decarboxylative trifluoromethylation of aryl halides using well-defined copper-trifluoroacetate and-chlorodifluoroacetate precursors. J. Fluorine Chem., 2010, 131, 1108-1112.
    • (2010) J. Fluorine Chem , vol.131 , pp. 1108-1112
    • McReynolds, K.A.1    Lewis, R.S.2    Ackerman, K.G.3    Dubinina, G.G.4    Brennessel, W.W.5    Vicic, D.A.6
  • 43
    • 50549213949 scopus 로고
    • A one-step synthesis of 1, 1-difluoroolefins from aldehydes by a modified Wittig synthesis
    • Fuqua, S. A.; Duncan, W. G.; Silverstein, R. M. A one-step synthesis of 1, 1-difluoroolefins from aldehydes by a modified Wittig synthesis. Tetrahedron Lett., 1964, 5, 1461-1463.
    • (1964) Tetrahedron Lett , vol.5 , pp. 1461-1463
    • Fuqua, S.A.1    Duncan, W.G.2    Silverstein, R.M.3
  • 44
    • 0001664203 scopus 로고
    • A one-step synthesis of 1, 1-difluoro olefins from aldehydes
    • Fuqua, S. A.; Duncan, W. G.; Silverstein, R. M. A one-step synthesis of 1, 1-difluoro olefins from aldehydes. J. Org. Chem., 1965, 30, 1027-1029.
    • (1965) J. Org. Chem , vol.30 , pp. 1027-1029
    • Fuqua, S.A.1    Duncan, W.G.2    Silverstein, R.M.3
  • 45
    • 33947338284 scopus 로고
    • Fluoro olefins. I. synthesis of β-substituted perfluoro olefins
    • Herkes, F. E.; Burton, D. J. Fluoro olefins. I. synthesis of β-substituted perfluoro olefins. J. Org. Chem., 1967, 32, 1311-1318.
    • (1967) J. Org. Chem , vol.32 , pp. 1311-1318
    • Herkes, F.E.1    Burton, D.J.2
  • 46
    • 0009977795 scopus 로고
    • A one-step synthesis of β-phenyl substituted perfluoroolefins
    • Burton, D. J.; Herkes, F. E. A one-step synthesis of β-phenyl substituted perfluoroolefins. Tetrahedron Lett., 1965, 1883-1887.
    • (1965) Tetrahedron Lett , pp. 1883-1887
    • Burton, D.J.1    Herkes, F.E.2
  • 47
    • 0343933557 scopus 로고
    • A one-step synthesis of 1, 1-difluoroolefins from ketones
    • Fuqua, S. A.; Duncan, W. G.; Silverstein, R. M. A one-step synthesis of 1, 1-difluoroolefins from ketones. Tetrahedron Lett., 1965, 521-524.
    • (1965) Tetrahedron Lett , pp. 521-524
    • Fuqua, S.A.1    Duncan, W.G.2    Silverstein, R.M.3
  • 48
    • 0000546294 scopus 로고
    • Synthesis of 1, 1-difluoro olefins. II. reactions of ketones with tributylphosphine and sodium chlorodifluoroacetate
    • Fuqua, S. A.; Duncan, W. G.; Silverstein, R. M. Synthesis of 1, 1-difluoro olefins. II. reactions of ketones with tributylphosphine and sodium chlorodifluoroacetate. J. Org. Chem., 1965, 30, 2543-2545.
    • (1965) J. Org. Chem , vol.30 , pp. 2543-2545
    • Fuqua, S.A.1    Duncan, W.G.2    Silverstein, R.M.3
  • 49
    • 0346989367 scopus 로고
    • The reaction of trifluoromethyl ketones and trialkylphosphines
    • Burton, D. J.; Herkes, F. E.; Klabunde, K. J. The reaction of trifluoromethyl ketones and trialkylphosphines. J. Am. Chem. Soc., 1966, 88, 5042-5043.
    • (1966) J. Am. Chem. Soc , vol.88 , pp. 5042-5043
    • Burton, D.J.1    Herkes, F.E.2    Klabunde, K.J.3
  • 50
    • 84881099054 scopus 로고    scopus 로고
    • Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine
    • Zheng, J.; Cai, J.; Lin, J.-H.; Guo, Y.; Xiao, J.-C. Synthesis and decarboxylative Wittig reaction of difluoromethylene phosphobetaine. Chem. Commun., 2013, 49, 7513-7515.
    • (2013) Chem. Commun , vol.49 , pp. 7513-7515
    • Zheng, J.1    Cai, J.2    Lin, J.-H.3    Guo, Y.4    Xiao, J.-C.5
  • 53
    • 0011431824 scopus 로고
    • The methylenation of unsaturated ketones. Part 1. addition of difluoromethylene of enones
    • Beard, C.; Dyson, N. H.; Fried, J. H. The methylenation of unsaturated ketones. Part 1. addition of difluoromethylene of enones. Tetrahedron Lett., 1966, 28, 3281-3286.
    • (1966) Tetrahedron Lett , vol.28 , pp. 3281-3286
    • Beard, C.1    Dyson, N.H.2    Fried, J.H.3
  • 54
    • 0032482299 scopus 로고    scopus 로고
    • Synthesis of difluorocyclopropyl carbocyclic homo-nucleosides
    • Csuk, R.; Eversmann, L. Synthesis of difluorocyclopropyl carbocyclic homo-nucleosides. Tetrahedron, 1998, 54, 6445-6456.
    • (1998) Tetrahedron , vol.54 , pp. 6445-6456
    • Csuk, R.1    Eversmann, L.2
  • 55
    • 43549122882 scopus 로고    scopus 로고
    • Boron-substituted difluorocyclopropanes: New building blocks of gem-difluorocyclopropanes
    • Fujioka, Y.; Amii, H. Boron-substituted difluorocyclopropanes: new building blocks of gem-difluorocyclopropanes. Org. Lett., 2008, 10, 769-772.
    • (2008) Org. Lett , vol.10 , pp. 769-772
    • Fujioka, Y.1    Amii, H.2
  • 56
    • 84867738051 scopus 로고    scopus 로고
    • Incorporation of cis-and trans-4, 5-difluoromethanoprolines into polypeptides
    • Kubyshkin, V. S.; Mykhailiuk, P. K.; Afonin, S.; Ulrich, A. S.; Komarov, I. V. Incorporation of cis-and trans-4, 5-difluoromethanoprolines into polypeptides. Org. Lett., 2012, 14, 5254-5257.
    • (2012) Org. Lett , vol.14 , pp. 5254-5257
    • Kubyshkin, V.S.1    Mykhailiuk, P.K.2    Afonin, S.3    Ulrich, A.S.4    Komarov, I.V.5
  • 57
    • 77953241231 scopus 로고    scopus 로고
    • Sodium bromodifluoroacetate: A difluorocarbene source for the synthesis of gemdifluorocyclopropanes
    • Oshiro, S. K.; Morimoto, Y.; Amii, H. Sodium bromodifluoroacetate: a difluorocarbene source for the synthesis of gemdifluorocyclopropanes. Synthesis, 2010, 12, 2080-2084.
    • (2010) Synthesis , vol.12 , pp. 2080-2084
    • Oshiro, S.K.1    Morimoto, Y.2    Amii, H.3
  • 60
    • 84862533021 scopus 로고    scopus 로고
    • Methyl 2, 2-difluoro-2-(fluorosulfonyl)acetate, a difluorocarbene reagent with reactivity comparable to that of trimethylsilyl 2, 2-difluoro-2-(fluorosulfonyl)acetate (TFDA)
    • Eusterwiemann, S.; Martinez, H.; Dolbier, W. R. Jr. Methyl 2, 2-difluoro-2-(fluorosulfonyl)acetate, a difluorocarbene reagent with reactivity comparable to that of trimethylsilyl 2, 2-difluoro-2-(fluorosulfonyl)acetate (TFDA). J. Org. Chem., 2012, 77, 5461-5464.
    • (2012) J. Org. Chem , vol.77 , pp. 5461-5464
    • Eusterwiemann, S.1    Martinez, H.2    Dolbier Jr., W.R.3
  • 61
    • 29344468729 scopus 로고    scopus 로고
    • Sodium trifluoroacetate: An efficient difluorocarbene precursor for alkenes
    • Chang, Y.; Cai, C. Sodium trifluoroacetate: an efficient difluorocarbene precursor for alkenes. Chem. Lett., 2005, 34, 1440-1441.
    • (2005) Chem. Lett , vol.34 , pp. 1440-1441
    • Chang, Y.1    Cai, C.2
  • 62
    • 84886640898 scopus 로고    scopus 로고
    • Conversion between difluorocarbene and difluoromethylene ylide
    • Zheng, J.; Lin, J.-H.; Cai, J.; Xiao, J.-C. Conversion between difluorocarbene and difluoromethylene ylide. Chem. Eur. J., 2013, 19, 15261-15266.
    • (2013) Chem. Eur. J , vol.19 , pp. 15261-15266
    • Zheng, J.1    Lin, J.-H.2    Cai, J.3    Xiao, J.-C.4
  • 63
    • 0000552757 scopus 로고
    • Chemistry of difluorocyclopropenes. application to the synthesis of steroidal allenes
    • Crabbe, P.; Carpio, H.; Velarde, E.; Fried, J. H. Chemistry of difluorocyclopropenes. application to the synthesis of steroidal allenes. J. Org. Chem., 1973, 38, 1478-1483.
    • (1973) J. Org. Chem , vol.38 , pp. 1478-1483
    • Crabbe, P.1    Carpio, H.2    Velarde, E.3    Fried, J.H.4
  • 64
    • 0029080387 scopus 로고
    • From difluorocyclopropene to difluorocyclopropylidene
    • Bebia, D.; Pilorge, F.; Delbarre, L. M.; Demoute, J. P. From difluorocyclopropene to difluorocyclopropylidene. Tetrahedron, 1995, 51, 9603-9610.
    • (1995) Tetrahedron , vol.51 , pp. 9603-9610
    • Bebia, D.1    Pilorge, F.2    Delbarre, L.M.3    Demoute, J.P.4
  • 65
    • 0037184892 scopus 로고    scopus 로고
    • 3, 3-Difluoro-1-iodocyclopropenes: A simple synthesis and their reactions
    • Xu, W.; Chen, Q.-Y. 3, 3-Difluoro-1-iodocyclopropenes: a simple synthesis and their reactions. J. Org. Chem., 2002, 67, 9421-9427.
    • (2002) J. Org. Chem , vol.67 , pp. 9421-9427
    • Xu, W.1    Chen, Q.-Y.2
  • 66
    • 84885115697 scopus 로고    scopus 로고
    • S-, N-, and Se-Difluoromethylation using sodium chlorodifluoroacetate
    • Mehta, V. P.; Greaney, M. F. S-, N-, and Se-Difluoromethylation using sodium chlorodifluoroacetate. Org. Lett., 2013, 15, 5036-5039.
    • (2013) Org. Lett , vol.15 , pp. 5036-5039
    • Mehta, V.P.1    Greaney, M.F.2
  • 67
    • 84859756386 scopus 로고    scopus 로고
    • Copper-catalyzed di-and trifluoromethylation of a, b-unsaturated carboxylic acids: A protocol for vinylic fluoroalkylations
    • He, Z.; Luo, T.; Hu, M.; Cao, Y.; Hu, J. Copper-catalyzed di-and trifluoromethylation of a, b-unsaturated carboxylic acids: a protocol for vinylic fluoroalkylations. Angew. Chem. Int. Ed., 2012, 51, 3944-3947.
    • (2012) Angew. Chem. Int. Ed , vol.51 , pp. 3944-3947
    • He, Z.1    Luo, T.2    Hu, M.3    Cao, Y.4    Hu, J.5
  • 68
    • 84868549571 scopus 로고    scopus 로고
    • Copper-catalyzed difluoromethylation of b, g-unsaturated carboxylic acids: An efficient allylic difluoromethylation
    • He, Z.; Hu, M.; Luo, T.; Li, L.; Hu, J. Copper-catalyzed difluoromethylation of b, g-unsaturated carboxylic acids: an efficient allylic difluoromethylation. Angew. Chem. Int. Ed., 2012, 51, 11545-11547.
    • (2012) Angew. Chem. Int. Ed , vol.51 , pp. 11545-11547
    • He, Z.1    Hu, M.2    Luo, T.3    Li, L.4    Hu, J.5
  • 69
    • 84886821536 scopus 로고    scopus 로고
    • Copper-mediated trifluoromethylation of propiolic acids: Facile synthesis of atrifluoromethyl ketones
    • He, Z.; Zhang, R.; Hu, M.; Li, L.; Ni, C.; Hu, J. Copper-mediated trifluoromethylation of propiolic acids: facile synthesis of atrifluoromethyl ketones. Chem. Sci., 2013, 4, 3478-3483.
    • (2013) Chem. Sci , vol.4 , pp. 3478-3483
    • He, Z.1    Zhang, R.2    Hu, M.3    Li, L.4    Ni, C.5    Hu, J.6
  • 70
  • 71
    • 84881651949 scopus 로고    scopus 로고
    • Iron-mediated decarboxylative trifluoromethylation of α, β-unsaturated carboxylic acids with trifluoromethanesulfinate
    • Patra, T.; Deb, A.; Manna, S.; Sharma, U.; Maiti, D. Iron-mediated decarboxylative trifluoromethylation of α, β-unsaturated carboxylic acids with trifluoromethanesulfinate. Eur. J. Org. Chem., 2013, 2013(24), 5247-5250.
    • (2013) Eur. J. Org. Chem , vol.2013 , Issue.24 , pp. 5247-5250
    • Patra, T.1    Deb, A.2    Manna, S.3    Sharma, U.4    Maiti, D.5
  • 72
    • 84893555273 scopus 로고    scopus 로고
    • Room temperature decarboxylative trifluoromethylation of α, β-unsaturated carboxylic acids by photoredox catalysis
    • doi: 10. 1039/C3CC48598F
    • Xu, P.; Abdukader, A.; Hu, K.; Cheng, Y.; Zhu, C. Room temperature decarboxylative trifluoromethylation of α, β-unsaturated carboxylic acids by photoredox catalysis. Chem. Commun., 2013, doi: 10. 1039/C3CC48598F.
    • (2013) Chem. Commun
    • Xu, P.1    Abdukader, A.2    Hu, K.3    Cheng, Y.4    Zhu, C.5
  • 74
    • 84863483648 scopus 로고    scopus 로고
    • Silver-catalyzed decarboxylative fluorination of aliphatic carboxylic acids in aqueous solution
    • Yin, F.; Wang, Z.; Li, Z.; Li, C. Silver-catalyzed decarboxylative fluorination of aliphatic carboxylic acids in aqueous solution. J. Am. Chem. Soc., 2012, 134, 10401-10404.
    • (2012) J. Am. Chem. Soc , vol.134 , pp. 10401-10404
    • Yin, F.1    Wang, Z.2    Li, Z.3    Li, C.4
  • 76
    • 33644919105 scopus 로고    scopus 로고
    • Novel 10-I-3 hypervalent iodine-based compounds for electrophilic trifluoromethylation
    • Eisenberger, P.; Gischig, S.; Togni, A. Novel 10-I-3 hypervalent iodine-based compounds for electrophilic trifluoromethylation. Chem. Eur. J., 2006, 12, 2579-2586.
    • (2006) Chem. Eur. J , vol.12 , pp. 2579-2586
    • Eisenberger, P.1    Gischig, S.2    Togni, A.3


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