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

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. We developed a facile approach to synthesize β-trifluoromethyl vinyl ethers and diethers through the base-catalyzed C-O coupling of ( E )-1,2-dichloro-3,3,3-trifluoroprop-1-ene and phenols with perfect regioselectivity and stereoselectivity.