Copper(I) Salt Catalyzed Reaction of 1,1,1-Trichloro-2,2,2-trifluoroethane with Trimethylsilyl Enol Ethers. A Convenient Synthesis of β-Chloro-β-(trifluoromethyl) α,β-Unsaturated Carbonyl Compounds

Abstract

Abstract β-Chloro-β-(trifluoromethyl) α,β-unsaturated carbonyl compounds were obtained by the reaction of trimethylsilyl enol ethers with CF3CCl3 and CuCl, followed by dehydrochlorination with triethylamine or DBN. Aromatic enol ethers gave moderate to good yields of the chloro(trifluoromethyl)methylene ketone derivatives but aliphatic enol ethers and silyl ketene acetal gave only lower yields.