Metal‐ and Oxidant‐Free Alkenyl C−H/Aromatic C−H Cross‐Coupling Using Electrochemically Generated Iodosulfonium Ions

Abstract

Athree-step transformation consisting of 1) addition of electrochemically generated iodosulfonium ions to vinylarenes to give (1-aryl-2-iodoethoxy)sulfonium ions,2 )nucleophilic substitution by subsequently added aromatic compounds to give 1,1-diaryl-2-iodoethane,a nd 3) elimination of HI with ab ase to give 1,1-diarylethenes was developed. The transformation serves as ap owerful metal-and chemicaloxidant-free method for alkenyl CÀH/aromatic CÀHc rosscoupling. Scheme 1. Synthesis of diarylethylene. Supportinginformation and the ORCID identification number(s) for the author(s) of this article can be found under https://doi.org/10. 1002/anie.201807592. Scheme 2. Alkenyl CÀH/aromatic CÀHcross-couplingvia b-iodoalkoxysulfonium ion. FG:afunctionalg roup.