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Visible light/copper catalysis enabled alkylation of silyl enol ethers with arylsulfonium salts

Wenwen Cui, Guoju Guo, Yifei Wang, Xiuyan Song, Jian Lv, Daoshan Yang

2023Chemical Communications20 citationsDOI

Abstract

An efficient protocol has been developed herein for the site-selective alkylation of silyl enol ethers with arylsulfonium salts giving access to valuable aryl alkyl thioethers under visible light conditions. Enabled by copper (I) photocatalysis, the C-S bond of arylsulfonium salts can be selectively cleaved to deliver C-centered radicals under mild conditions. This developed method provides a straightforward approach to utilize arylsulfonium salts as sulfur sources for the synthesis of aryl alkyl thioethers.

Topics & Concepts

EnolAlkylationSilylationAlkylChemistryArylCatalysisPhotocatalysisVisible spectrumCopperPhotoredox catalysisOrganic chemistrySulfurPhotochemistryCombinatorial chemistryMaterials scienceOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods