Regioselective C–H Phosphorothiolation of (Hetero)arenes Enabled by the Synergy of Electrooxidation and Ultrasonic Irradiation
Ze-Yin Meng, Cheng‐Tao Feng, Ling Zhang, Qing Yang, Dexiang Chen, Kun Xu
Abstract
An electrochemically regioselective C–H phosphorothiolation of (hetero)arenes with thiocyanate as the S source under ultrasonic irradiation has been developed. The synergistic cooperation of electrooxidation and ultrasonication markedly accelerated the C–H phosphorothiolation reaction. This mechanistically different method is distinguished by its wide substrate scope and transition-metal-free and external-oxidant-free conditions, thus complementing the existing metal-catalyzed or peroxide-mediated protocols for the green synthesis of S-(hetero)aryl phosphorothioates.
Topics & Concepts
RegioselectivityChemistrySonicationCombinatorial chemistryHydrogen peroxideArylSubstrate (aquarium)ThiocyanateCatalysisPeroxideTransition metalPhotochemistryOrganic chemistryAlkylChromatographyOceanographyGeologySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods