Stereoselective synthetic approach toward β-trifluoromethyl vinyl ethers and diethers via reaction of (E)-1,2-dichloro-3,3,3-trifluoroprop-1-ene with phenols

Abstract

A convenient method for synthesizing β-trifluoromethyl vinyl ethers and diethers through the base-mediated C–O coupling of (E)-1,2-dichloro-3,3,3-trifluoroprop-1-ene and phenols has been developed. Remarkably, the present process shows perfect regioselective and stereoselective yield of the Z/E isomers for β-trifluoromethyl vinyl ethers with high efficiency. Additionally, β-trifluoromethyl vinyl diethers with identical/diverse phenoxy groups were also obtained and the regulation of the product configuration was achieved. These reactions feature transition-metal-free conditions, wide substrate scope, and atom economy.