A sterically demanding organo-superbase avoids decomposition of a naked trifluoromethyl carbanion directly generated from fluoroform

…, Z Yuan, E Tokunaga, N Shibata

Index: Kawai, Hiroyuki; Yuan, Zhe; Tokunaga, Etsuko; Shibata, Norio Organic and Biomolecular Chemistry, 2013 , vol. 11, # 9 p. 1446 - 1450

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Citation Number: 39

Abstract

A simple strategy avoiding the decomposition of a naked trifluoromethyl anion to difluorocarbene by a sterically very demanding organo-superbase without the help of a trifluoromethyl anion reservoir such as DMF is reported. The direct non-metallic trifluoromethylation of carbonyl compounds using fluoroform in the presence of t-Bu-P4 base afforded trifluoromethyl alcohols in high yields.