Chloride-Promoted Photoelectrochemical C-H Silylation of Heteroarenes

A photoelectrochemical approach for the C-H silylation of heteroarenes through dehydrogenation cross-coupling with H-2 evolution has been developed. The photoelectrochemical C-H silylation depends on hydrogen atom transfer (HAT) from silanes to Cl-radical generated through the light-induced homolytic cleavage of Cl-2, in which Cl-2 was produced by electrochemical oxidation of chloride. A large number of silylated heterocyclic molecules are rapidly constructed in satisfactory yields without relying on oxidants and metal reagents.