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, Email: nozshibanitech.ac.jp, torunitech.ac.jp

S. Mizuta, N. Shibata, T. Sato, H. Fujimoto, S. Nakamura, T. Toru, Synlett, 2006, 267-270.

DOI: 10.1055/s-2006-926223

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Abstract

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

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Key Words

trifluoromethyl carbinols, α-trifluoromethyl amines, fluorine, aldehydes, alcohols, imines, benzylamines, Lewis bases

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ID: J60-Y2006-4250