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Visible-Light Photoredox-Catalyzed Intermolecular α-Aminomethyl/Carboxylative Dearomatization of Indoles with CO<sub>2</sub> and α-Aminoalkyl Radical Precursors

Wanxu Gao, Qi Yang, Yang Han, Yang Yao, Junxue Bai, Jianwei Sun, Song Sun

2024Organic Letters39 citationsDOI

Abstract

Disclosed here is a visible-light photoredox-catalyzed intermolecular sequential α-aminomethyl/carboxylative dearomatization of indoles with CO 2 and α-aminoalkyl radical precursors, affording a series of functionalized indoline-3-carboxylic acids and lactams in good yields with high regioselectivity. This multicomponent reaction provides a green and facile method for the synthesis of diverse functionalized indolines by using CO 2 as the carboxylic and carbonyl source.

Topics & Concepts

ChemistryRegioselectivityIntermolecular forceIndolineCatalysisVisible spectrumPhotoredox catalysisCombinatorial chemistryPhotochemistryMoleculeOrganic chemistryPhotocatalysisPhysicsOptoelectronicsCarbon dioxide utilization in catalysisCO2 Reduction Techniques and CatalystsRadical Photochemical Reactions