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Decavanadate‐Catalyzed Oxidative Cross‐Dehydrogenative Coupling: an Efficient and Sustainable Approach toward P(O)─S Bond Formation

jian lei, Zhiqian Yu, Shi Ru, Zixiu Wang, Shan Li, Nianhua Luo, Jiuzhong Huang, Xiaopeng Peng, Feng Jiang, Yongge Wei

2025Angewandte Chemie International Edition11 citationsDOI

Abstract

Abstract A convenient green protocol has been developed for the cross‐dehydrogenative coupling between thiols and P(O)−H compounds using decavanadate anion as the catalyst at room temperature under open‐flask conditions. The reaction proceeds efficiently in water or ethanol without any assistance of heat, light, electricity, or unfriendly additives and tolerates a broad spectrum of functional groups, delivering the desired products in up to 95% yield. Importantly, the decavanadate catalyst can be easily recycled in gram‐scale synthesis at least six times without a significant decline in reaction yield. Further, mechanistic investigations evidence the formation of tetravalent vanadium‐hydroxo‐species in the reaction process and reveal that the P(O)−S dehydrogenative coupling is enabled via a V V to V IV catalytic cycle.

Topics & Concepts

Yield (engineering)CatalysisVanadiumChemistryCatalytic cycleOxidative phosphorylationCoupling (piping)Oxidative coupling of methanePhotochemistryMedicinal chemistryCombinatorial chemistryInorganic chemistryOrganic chemistryMaterials scienceMetallurgyBiochemistrySulfur-Based Synthesis TechniquesPolyoxometalates: Synthesis and ApplicationsChemical Synthesis and Reactions
Decavanadate‐Catalyzed Oxidative Cross‐Dehydrogenative Coupling: an Efficient and Sustainable Approach toward P(O)─S Bond Formation | Litcius