Paraformaldehyde as C1 Synthon: Electrochemical Three-Component Synthesis of Tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones in Aqueous Ethanol

Yu-Han Lu; Si-Yu Mu; Jun Jiang; Min-Hang Zhou; Chao Wu; Hong-Tao Ji; Wei-Min He

doi:10.1002/cssc.202300523

Paraformaldehyde as C1 Synthon: Electrochemical Three-Component Synthesis of Tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones in Aqueous Ethanol

ChemSusChem. 2023 Oct 6;16(19):e202300523. doi: 10.1002/cssc.202300523. Epub 2023 Sep 20.

Authors

Yu-Han Lu¹, Si-Yu Mu¹, Jun Jiang², Min-Hang Zhou², Chao Wu², Hong-Tao Ji², Wei-Min He²

Affiliations

¹ Hengyang Medical School, University of South China, Hengyang, 421001, China.
² School of Chemistry and Chemical Engineering, University of South China, Hengyang, 421001, China.

PMID: 37728196
DOI: 10.1002/cssc.202300523

Abstract

A green and practical method for the electrochemical synthesis of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones through the three-component reaction of quinoxalin-2(1H)-ones, N-arylglycines and paraformaldehyde was reported. In this strategy, EtOH played dual roles (eco-friendly solvent and waste-free pre-catalyst) and the in situ generated ethoxide promoted triple sequential deprotonations.

Keywords: electro-organic synthesis; ethanol; multicomponent reaction; paraformaldehyde; quinoxalin-2(1H)-ones.