Electrochemical Oxidation‐Induced Oxyphosphorylation of Alkenes and Alkynes with Water via Hydrogen Atom Transfer
Jianjing Yang, Xue Sun, Kelu Yan, Hongzhao Sun, Shuai Sun, Xiaoyu Jia, Fanjun Zhang, Jiangwei Wen
Abstract
Abstract A metal‐ and exogenous‐oxidant‐free oxidation‐induced oxyphosphorylation of alkenes and alkynes with water for β‐ketophosphonates has been developed through the radical coupling under electrochemical conditions. This protocol is compatible with a wide range of alkenes, alkynes, and diarylphosphorus derivatives, and enables the gram‐scale synthesis of β‐ketophosphonates. The mechanistic study revealed that the P radicals were generated via hydrogen atom transfer (HAT) event jointly mediated by tetrabutylammonium acetate and anode oxidation process. magnified image
Topics & Concepts
ChemistryHydrogen atomElectrochemistryRadicalPhotochemistryAnodeCombinatorial chemistryOrganic chemistryElectrodePhysical chemistryAlkylRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods