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Photocatalytic Charge-Transfer Complex Enables Hydroarylation of Alkenes for Heterocycle Synthesis

Ying‐Zheng Ren, Chang-Zhen Fang, Beibei Zhang, Lin He, Yongliang Tu, Xiang‐Yu Chen

2023Organic Letters18 citationsDOI

Abstract

Here, we report a photocatalytic charge-transfer complex (CTC) strategy for one electron reduction of alkenes using thiolate as a catalytic electron donor. This catalytic CTC system could engage hydroarylation of both activated and unactivated alkenes for the synthesis of various heterocycles. The reactions do not require any photocatalysts or acids and are easy to perform. Mechanistic studies revealed the formation of a CTC between catalytic thiolate and alkene.

Topics & Concepts

PhotocatalysisChemistryCatalysisAlkeneElectron transferCombinatorial chemistryPhotochemistryCharge (physics)Organic chemistryQuantum mechanicsPhysicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods