Strategies for nucleophilic, electrophilic, and radical trifluoromethylations

被引:526
作者
Ma, Jun-An
Cahard, Dominique
机构
[1] Univ Rouen, INSA Rouen, UMR 6014 CNRS LIRCOF, F-76821 Mont St Aignan, France
[2] Tianjin Univ, Dept Chem, Tianjin 300072, Peoples R China
关键词
trifluoromethylation; fluorinated compounds; nucleophilic reagents; electrophilic reagents; radical reactions;
D O I
10.1016/j.jfluchem.2007.04.026
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Recent advances in the development of new strategies in nucleophilic, electrophilic, and radical trifluoromethylations are reviewed. The emphasis is given to the description of the trifluoromethylating agents, their activation mode, their reaction with carbonyl compounds and derivatives, as well as application in asymmetric synthesis. (c) 2007 Elsevier B.V. All rights reserved.
引用
收藏
页码:975 / 996
页数:22
相关论文
共 161 条
  • [41] Facile radical trifluoromethylation of lithium enolates
    Itoh, Y
    Mikami, K
    [J]. ORGANIC LETTERS, 2005, 7 (22) : 4883 - 4885
  • [42] Radical trifluoromethylation of titanium ate enolate
    Itoh, Y
    Mikami, K
    [J]. ORGANIC LETTERS, 2005, 7 (04) : 649 - 651
  • [43] Radical trifluoromethylation of Ti ate enolate: possible intervention of transformation of Ti(IV) to Ti(III) for radical termination
    Itoh, Yoshimitsu
    Mikami, Koichi
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2006, 127 (4-5) : 539 - 544
  • [44] Experimental and theoretical studies on radical trifluoromethylation of titanium ate and lithium enolates
    Itoh, Yoshimitsu
    Houk, K. N.
    Mikami, Koichi
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (23) : 8918 - 8925
  • [45] Radical trifluoromethylation of ketone Li enolates
    Itoh, Yoshimitsu
    Mikami, Koichi
    [J]. TETRAHEDRON, 2006, 62 (30) : 7199 - 7203
  • [46] A new and efficient method for the trifluoromethylation of carbonyl compounds with trifluoromethyltrimethylsilane in DMSO
    Iwanami, K
    Oriyama, T
    [J]. SYNLETT, 2006, (01) : 112 - 114
  • [47] Jablonski L, 2003, SYNLETT, P230
  • [48] Trifluoroacetophenone as nucleophilic trifluoromethylating reagent
    Jablonski, L
    Billard, T
    Langlois, BR
    [J]. TETRAHEDRON LETTERS, 2003, 44 (05) : 1055 - 1057
  • [49] Trifluoroacetamides from amino alcohols as nucleophilic trifluoromethylating reagents
    Joubert, J
    Roussel, S
    Christophe, C
    Billard, T
    Langlois, BR
    Vidal, T
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (27) : 3133 - 3136
  • [50] NOVEL PERFLUOROALKYLATION OF ALKENES WITH PERFLUOROALKANESULPHONYL CHLORIDES CATALYZED BY A RUTHENIUM(II) COMPLEX
    KAMIGATA, N
    FUKUSHIMA, T
    TERAKAWA, Y
    YOSHIDA, M
    SAWADA, H
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (03): : 627 - 633