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Visible‐Light Photoredox‐Catalyzed Three‐Component Difluoromethylative Heteroarylation of Unactivated Alkenes

Ya‐Ru Yuan, Lei Li, Xiubin Bu, Xin Wang, Ran Sun, Mingdong Zhou, He Wang

2022Asian Journal of Organic Chemistry23 citationsDOI

Abstract

Abstract A visible‐light photoredox‐catalyzed three‐component difluoromethylative heteroarylation of unactivated alkenes is reported. This reaction provides a highly efficient and chemo‐selective method for the synthesis of difluoroalkyl‐containing quinoxalin‐2(1 H )‐ones by the formation of two new C‐C bonds in single step from readily available starting materials under mild reaction conditions. This three‐component reaction displays a synthetic simplicity, broad substrate scope, and excellent functional group compatibilities. The preliminary mechanistic investigation implies that a radical process was responsible for this three‐component transformation.

Topics & Concepts

ChemistryPhotoredox catalysisCatalysisScope (computer science)Component (thermodynamics)Substrate (aquarium)Combinatorial chemistryPhotochemistryFunctional groupReaction conditionsVisible spectrumOrganic chemistryPhotocatalysisPolymerOptoelectronicsComputer scienceGeologyPhysicsThermodynamicsProgramming languageOceanographyFluorine in Organic ChemistryRadical Photochemical Reactions