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Hydrophosphorylation of electron-deficient alkenes and alkynes mediated by convergent paired electrolysis

Xue Sun, Jianjing Yang, Kelu Yan, Xinyu Zhuang, Jie Yu, Xiaodan Song, Fanjun Zhang, Bingwen Li, Jiangwei Wen

2022Chemical Communications27 citationsDOI

Abstract

A straightforward and practical strategy for hydrophosphorylation of electron-deficient alkenes and alkynes to access γ-ketophosphine oxides, enabled by a convergent paired electrolysis (CPE) in the absence of a metal, base, and redox reagent, has been described. Mechanistic studies have revealed that the diarylphosphane oxides play the dual role of a phosphorus radical precursor and hydrogen donor in this transformation.

Topics & Concepts

ReagentRedoxCombinatorial chemistryChemistryElectrolysisBase (topology)ElectronMetalOrganic chemistryElectrodePhysicsPhysical chemistryMathematicsQuantum mechanicsElectrolyteMathematical analysisAsymmetric Hydrogenation and CatalysisOrganophosphorus compounds synthesisChemical Synthesis and Analysis