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Multicomponent Synthesis of α-Branched Tertiary and Secondary Amines by Photocatalytic Hydrogen Atom Transfer Strategy

Xu-Kuan Qi, Lin Guo, Li-Juan Yao, Han Gao, Chao Yang, Wujiong Xia

2021Organic Letters47 citationsDOI

Abstract

A multicomponent carbonyl alkylative amination reaction is described. A variety of N-arylamines, aldehydes, and hydrocarbons have been examined as reaction substrates using tetrabutylammonium decatungstate as photocatalyst, providing the corresponding α-branched tertiary and secondary amines in good to moderate yields. The reaction proceeds through the generation of alkyl radicals by a light-promoted hydrogen atom transfer process followed by free radical addition to iminium ions generated in situ.

Topics & Concepts

ChemistryIminiumHydrogen atomPhotocatalysisRadicalPhotochemistryAminationPrimary (astronomy)AlkylHydrogenReductive aminationOrganic chemistryIonCatalysisPhysicsAstronomySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsChemical Synthesis and Reactions
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