Visible-Light-Induced C–F Bond Activation for the Difluoroalkylation of Indoles

An aryl disulfide mediated C-F bond activation of the trifluoromethyl group to generate valuable gem-difluoroalkylindoles is described. This method relies on readily available commodity reagents under mild reaction conditions and represents the first transition-metal-free redox-neutral C-F bond activation strategy. The reaction employs various substituted indoles and α-fluoro-substituted esters. Further, this mode of C-F activation was also amenable to the activation of trifluoromethylated arenes for the preparation of bis-benzylic gem-difluoromethylenes between indole and arene substructures, providing access to a unique chemical space.