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Photoinduced Three-Component Carboarylation of Unactivated Alkenes with Protic C(sp<sup>3</sup>)–H Feedstocks

Yang Hong, Meng-Yuan Dong, Dong‐Sheng Li, Hong‐Ping Deng

2022Organic Letters58 citationsDOI

Abstract

A general and mild strategy involving three-component carboarylation of unactivated alkenes with protic C(sp3)–H feedstocks via photoredox catalysis was reported. This catalytic system is compatible with a broad range of unactivated alkenes, cyano-substituted arenes, and diverse protic C(sp3)–H feedstocks. The synthetic value of this protocol was demonstrated by the late-stage functionalization of complex molecules and the synthesis of the antiallergies including pheniramine, chlorpheniramine, and brompheniramine.

Topics & Concepts

ChemistryCatalysisSurface modificationComponent (thermodynamics)Combinatorial chemistryMoleculeProtic solventOrganic chemistrySolventPhysicsPhysical chemistryThermodynamicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Photoinduced Three-Component Carboarylation of Unactivated Alkenes with Protic C(sp<sup>3</sup>)–H Feedstocks | Litcius