Issue 21, 2024

Sunlight-induced three-component synthesis of α-aminoketones: a green and sustainable pathway through an EDA complex

Abstract

A sunlight-promoted three-component reaction involving aryl/alkyl glyoxal hydrates, anilines, and 4-alkyl DHPs is described herein, which enables the synthesis of various α-aminoketones with high yields. Notably, this sunlight-driven reaction takes place under ambient conditions, avoiding the use of an additional photocatalyst and additive and providing an environment-friendly pathway for the synthesis of valuable α-aminoketones. The reaction mechanism has been thoroughly investigated through TEMPO trapping, on–off experiments, isotopic labelling studies, and kinetic isotopic effect analysis. The formation of an electron donor–acceptor (EDA) complex has been confirmed as the crucial intermediate facilitating single electron transfer to realize radical formation.

Graphical abstract: Sunlight-induced three-component synthesis of α-aminoketones: a green and sustainable pathway through an EDA complex

Supplementary files

Article information

Article type
Research Article
Submitted
10 Jul 2024
Accepted
04 Sep 2024
First published
06 Sep 2024

Org. Chem. Front., 2024,11, 6213-6222

Sunlight-induced three-component synthesis of α-aminoketones: a green and sustainable pathway through an EDA complex

J. Wang, Z. Zhang, C. Li, M. Wang, J. Tan, H. Du and N. Chen, Org. Chem. Front., 2024, 11, 6213 DOI: 10.1039/D4QO01272K

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