Dual Photoredox/Copper-Catalyzed 1,2-Diphosphorothiolation of Alkenes with P(O)SH Compounds to Access Vicinal Bisphosphorothioates
Pengbo Zhang , Longyu Wang , Xinyi Guo , Yaxin Liu , Qihang Yang , Xia Gao
Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (16) : 1977 -1982.
Dual Photoredox/Copper-Catalyzed 1,2-Diphosphorothiolation of Alkenes with P(O)SH Compounds to Access Vicinal Bisphosphorothioates
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.
Bisphosphorothioates / Phosphorothiolation / Photoredox catalysis / Copper catalysis / Radical reaction / Alkenes / P(O)SH compounds / 1,2-Difunctionalization / Oxidation / Relay catalysis / Synthetic methods
2025 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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