Photocatalytic Remote Oxyfluoroalkylation of Heteroalkynes: Regio-, Stereo-, and Site-Selective Access to Complex Fluoroalkylated (<i>Z</i>)-Alkenes

Abstract

A visible-light-induced remote oxyfluoroalkylation, including ketofluoroalkylation and hydroxytrifluoromethylation, of heteroalkynes is developed with dimethyl sulfoxide (DMSO) and H₂O as the oxygen source, respectively. It provides a facile access to complex fluoroalkylated (<i>Z</i>)-alkenes in satisfactory yields with excellent regio-, stereo-, and site-selectivity. The reaction involves an uncommon vinyl radical-induced intermolecular C(sp³)-H functionalization, thus offering a good platform for the development of remote difunctionalization of alkynes.