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Photoredox-Catalyzed Amino-Radical-Transfer-Mediated Three-Component Alkylarylation of Alkenes

Di-Di Tang, Yu‐Zhao Wang, Chenjiang Liu, Yu Xia, Yan Li

2024Organic Letters25 citationsDOI

Abstract

We herein reported a novel photoredox-catalyzed three-component alkylarylation of vinyl arenes with alkylboronic pinacol esters (APEs) and cyanoarenes via radical addition/cross-coupling to construct 1,1-diarylalkanes. In this transformation, alkyl radicals were easily available by visible-light-induced oxidative N-H cleavage of morpholine, which used APEs as a radical precursor. Furthermore, this protocol exhibited a broad substrate scope, enabling various styrenes, APEs, and cyanoarenes, as well as bioactive molecule derivatives.

Topics & Concepts

ChemistryComponent (thermodynamics)CatalysisAlkenePhotoredox catalysisCombinatorial chemistryPhotochemistryOrganic chemistryPhotocatalysisPhysicsThermodynamicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Photoredox-Catalyzed Amino-Radical-Transfer-Mediated Three-Component Alkylarylation of Alkenes | Litcius