Diastereoselective visible-light-induced radical cascade trifluoromethylation/sulfuration/cyclization of 1,6-enynes with S-aryl trifluoromethanesulfonothioate (TTSA)

Abstract

Under photocatalytic conditions, a novel and highly reactive trifluoromethylating/sulfurating reagent, S-aryl trifluoromethanesulfonothioate (TTSA), was reacted with a variety of 1,6-enynes, affording sulfurated and trifluoromethylated dihydrofuran-2-one or pyrrolidin-2-one derivates in great yields with high diastereoselectivities. In this radical cascade process, three new chemical bonds including C–S, C–C, and C–CF₃ bonds were formed in one step.