Electrochemical Deoxygenative Barbier-Type Reaction
Hongyu Wang, Zhihui Wang, Guo Zhao, Velayudham Ramadoss, Lifang Tian, Yahui Wang
Abstract
) bond formation reaction is achieved through electrochemical reduction of alcoholic phosphates or sulfonates with aldehydes or ketones. Alcohol derivatives of phosphates undergo single-electron reduction under electrochemical conditions followed by a spontaneous cleavage of the C-O bond with the exothermic loss of phosphate resulting in an alkyl radical species. Subsequently, radical intermediates are further reduced to carbanions at the cathode, which are in situ trapped by carbonyl compounds, thus accomplishing a deoxygenative Barbier-type reaction.
Topics & Concepts
ChemistryElectrochemistryCarbanionExothermic reactionAlkylBond cleavageMedicinal chemistryPhotochemistryOrganic chemistryInorganic chemistryElectrodeCatalysisPhysical chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques