Silver-Catalyzed Three-Component Route to Trifluoromethylated 1,2,3-Triazolines Using Aldehydes, Amines, and Trifluorodiazoethane

A novel silver-catalyzed domino three-component synthetic route to trifluoromethyl-substituted 1,2,3-triazolines has been realized by employing 2,2,2-trifluorodiazoethane as a 1,3-dipole for the cycloaddition reaction with the Schiff base formed from aldehydes and amines. This step and atom-economic protocol requires only a very low catalyst loading (3 mol %), displays a broad substrate scope with good functional group tolerance, and provides good to excellent yields with high diastereoselectivities.