Trifluoromethylation of enamines under acidic conditions

…, VV Levin, AD Dilman, PA Belyakov, MI Struchkova…

Index: Gritsenko, Roman T.; Levin, Vitalij V.; Dilman, Alexander D.; Belyakov, Pavel A.; Struchkova, Marina I.; Tartakovsky, Vladimir A. Tetrahedron Letters, 2009 , vol. 50, # 25 p. 2994 - 2997

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Citation Number: 20

Abstract

A method for the trifluoromethylation of enamines using Me3SiCF3 leading to α-CF3- substituted amines is described. The reaction is promoted by hydrofluoric acid generated from KHF2 and either trifluoroacetic or triflic acid, and involves protonation of the enamine followed by transfer of the CF3-carbanion from the silicon reagent to the cationic electrophile.