Electrochemical selenium–π–acid promoted hydration of alkynyl phosphonates
Bo Li, Yunhao Zhou, Yanan Sun, Feng Xiong, Linghui Gu, Wenbo Ma, Ruhuai Mei
Abstract
An unprecedented electrochemical selenium-π-acid promoted hydration of internal alkynes bearing a phosphonate auxiliary was described. Thus, valuable (hetero)aryl and alkyl ketones could be accessed under mild, metal- and external oxidant-free conditions. This protocol features high atom-economy, good chemo- and regio-selectivity, excellent functional group tolerance and easily transformable products. Control experiments demonstrate that phosphonate assistance is essential for this transformation.
Topics & Concepts
PhosphonateSeleniumChemistryAlkylElectrochemistryArylSelectivityFunctional groupCombinatorial chemistryMetalAtom economyOrganic chemistryCatalysisElectrodePolymerPhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsOrganoselenium and organotellurium chemistry