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Access to Sulfoxides under NHC/Photocatalysis via a Radical Pathway

Xuefeng Wang, Yulian Tang, S. Ye, Jun Zhang, Yunyan Kuang, Jie Wu

2022Organic Letters36 citationsDOI

Abstract

A photocatalyzed transformation from sulfinic acids to sulfoxides under visible-light irradiation in the presence of N-heterocyclic carbene is established. Various alkyl groups from four-substituted Hantzsch esters or Meyer nitriles are smoothly converted to the corresponding sulfoxides through a radical coupling pathway in the presence of 1,1-carbonyldiimidazole. This method allows sulfoxide synthesis to refrain from relying on the oxidation of sulfides and provides an alternative route for the preparation of sulfoxides.

Topics & Concepts

ChemistrySulfoxideCarbenePhotocatalysisAlkylSulfinic acidCombinatorial chemistryVisible spectrumOrganic chemistryPhotochemistryCatalysisPhysicsOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
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