Electrochemical synthesis of selenyl imidazo[2,1-b]thiazinones via three-component reactions

Abstract

An efficient, green and one-pot strategy for the concise synthesis of diverse selenyl imidazo[2,1-b]thiazinones from diselenides, acryloyl chlorides and 2-mercaptobenzimidazoles/2-mercaptoimidazoles via electrochemical oxidative three-component tandem reactions in the absence of transition metals and oxidants has been developed. The electrochemical method has the advantages of good functional group tolerance, readily available raw materials, high step economy, and mild reaction conditions. Mechanistic studies indicated that selenium cations formed via direct electrochemical oxidation of diselenides may be involved as important intermediates in this process.

Graphical abstract: Electrochemical synthesis of selenyl imidazo[2,1-b]thiazinones via three-component reactions

Supplementary files

Article information

Article type
Research Article
Submitted
23 Jul 2024
Accepted
21 Aug 2024
First published
22 Aug 2024

Org. Chem. Front., 2024, Advance Article

Electrochemical synthesis of selenyl imidazo[2,1-b]thiazinones via three-component reactions

Y. Yue, Z. Chen, F. Xue, B. Wang, Y. Zhang, Y. Xia, S. Wu, W. Jin and C. Liu, Org. Chem. Front., 2024, Advance Article , DOI: 10.1039/D4QO01354A

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