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Visible‐Light‐Induced Metal‐Free Three‐Component Amidoheteroarylation of Alkenes to Synthesize β‐(Hetero)arylethylamines

Qiange Feng, He Wang, Yang Liu, Lin Wei, Jing Sun, Xin Wang, Ran Sun, Yujia Wang, Lei Li

2024European Journal of Organic Chemistry10 citationsDOIOpen Access PDF

Abstract

Abstract Herein, visible‐light‐induced metal‐free three‐component amidoheteroarylation of alkenes with quinoxalin‐2(1 H )‐ones and N‐sulfonylaminopyridinium salts is developed. This protocol involves a radical relay process in which the N‐centered radicals undergo chemoselective addition to alkenes to form an alkyl radical that selectively combines with heteroarenes, leading to the formation of C−C and C−N bonds in one step under mild reaction conditions. The involved high efficiency and selectivity, wide substrate scope, and excellent functional‐group compatibility demonstrate the practicability of the developed protocol.

Topics & Concepts

ChemistryComponent (thermodynamics)Visible spectrumMetalCombinatorial chemistryPhotochemistryOrganic chemistryOptoelectronicsPhysicsThermodynamicsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions