Dual Photoredox/Copper-Catalyzed 1,2-Diphosphorothiolation of Alkenes with P(O)SH Compounds to Access Vicinal Bisphosphorothioates

Abstract

An efficient photoredox/copper dual-catalyzed 1,2-diphosphorothiolation of alkenes with P(O)SH compounds was realized under oxidative conditions. In this transformation, P(O)SH acted as both the phosphorothioate radical source and the coupling partner. A wide range of valuable vicinal bisphosphorothioates can be easily constructed starting from simple raw materials in a step- and atom-economical manner. Notably, this reaction system has been successfully used to incorporate two phosphorothioate groups into many drug molecules, highlighting the substantial synthetic potential of this protocol.