Litcius/Paper detail

Visible-Light-Driven Deoxygenative Heteroarylation of Alcohols with Heteroaryl Sulfones

Yanjiao Xiong, Qi Zhang, Jun Zhang, Xuesong Wu

2024The Journal of Organic Chemistry18 citationsDOI

Abstract

The visible-light-promoted deoxygenative radical heteroarylation of alcohols was achieved in the absence of any external photosensitizers. The processes occur through the generation of xanthate salts from alcohols, followed by SET and fragmentation, delivering alkyl radicals to react with heteroaryl sulfones. This method is amenable for a wide range of alcohols with good functional group tolerance, providing a practical strategy for the alkylation of benzo-heteroaromatics. Mechanism studies indicate that direct visible-light excitation of xanthate anions and subsequent SET initiate the reactions.

Topics & Concepts

XanthateChemistryAlkylAlkylationVisible spectrumRadicalPhotochemistryCombinatorial chemistryOrganic chemistryCatalysisMaterials scienceOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods