TRIFLUOROMETHYLATION OF ALIPHATIC HALOGEN COMPOUNDS

被引：39

作者：

BOUILLON, JP ^{[1
]}

MALIVERNEY, C ^{[1
]}

MERENYI, R ^{[1
]}

VIEHE, HG ^{[1
]}

机构：

[1] LAB CHIM ORGAN,PL L PASTEUR 1,B-1348 LOUVAIN,BELGIUM

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 09期

关键词：

D O I：

10.1039/p19910002147

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aryl, heteroaryl or vinyl halides can be trifluoromethylated using CF3CO2Na-Cul. With alkyl iodides, however, the method fails, yielding trifluoroacetyl esters instead. Allylic halogens can be substituted with Burton's reagent, obtained from dihalogenodifluoromethane via CF3CdHal and transmetallation with Cul. A new access to trifluoropropionic acid is thereby found. Prop-2-ynyl bromide produces trifluoromethylallene. Attempts at trifluoromethylation of bromoacetate with CF3CO2Na-Cul in NMP (N-methyl-2-pyrrolidone) solution led to formation of the trifluoroacetoxy derivative and of a formal adduct of hexafluoroacetone to the alpha-position of NMP.

引用

页码：2147 / 2149

页数：3

共 15 条

[1]

BOUILLON JP, 1989, MEMOIRE LICENCE

[2] THE APPLICATION OF THE ARNDT-EISTERT REACTION TO HALOGENATED ALIPHATIC ACIDS [J].