LETTER	Synlett 2006: 267-270   DOI: 10.1055/s-2006-926223
© Georg Thieme Verlag Stuttgart · New York
Tri-tert-butylphosphine is an Efficient Promoter for the Trifluoromethylation Reactions of Aldehydes, Ketones, Imides and Imines
Satoshi Mizuta, Norio Shibata*, Takayuki Sato, Hiroyuki Fujimoto, Shuichi Nakamura, Takeshi Toru*
Department of Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan Fax: +81(52)7355442; e-Mail: nozshiba@nitech.ac.jp; e-Mail: toru@nitech.ac.jp;
Received 17 November 2005

Abstract

A truly catalytic nucleophilic trifluoromethylation reaction of carbonyl compounds with Ruppert's reagent, Me₃SiCF₃, has been shown to be efficiently promoted by a P(t-Bu)₃-DMF system. Imines were also converted to the desired α-trifluoromethyl amines under similar reaction conditions.

Key words

trifluoromethylation - fluorine - aldehydes - imines - Lewis bases