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

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2024-08-22 DOI:10.1039/D4QO01354A

Yuancheng Yue, Ziren Chen, Fei Xue, Bin Wang, Yonghong Zhang, Yu Xia, Shaofeng Wu, Weiwei Jin and Chenjiang Liu

引用次数: 0

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.

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通过三组分反应电化学合成硒基咪唑并[2,1-b]噻嗪酮

在没有过渡金属和氧化剂的情况下，通过电化学氧化三组分串联反应从二硒化物、丙烯酰氯和 2-巯基苯并咪唑/2-巯基咪唑中简捷合成多种硒基咪唑并[2,1-b]噻嗪酮的高效、绿色和单锅策略已经开发出来。该电化学方法具有官能团耐受性好、原料易得、步骤经济、反应条件温和等优点。机理研究表明，通过二硒化物的直接电化学氧化形成的硒阳离子可能是这一过程的重要中间体。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.