Electrochemical one-pot cascade synthesis of thio(seleno)cyanato-substituted thiazolidine-2-imines without external electrolyte.

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-11-05 DOI:10.1039/d4ob01626b
Xiao Yu, Liqiang Hao, Xian Liu, Shengkui Jin, Yangchen Li, Yiping Liu, Yafei Ji
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Abstract

A novel synthetic method has been developed for generating thio(seleno)cyanato-substituted thiazolidine-2-imines via an electrochemical one-pot cascade reaction. This reaction employs isothiocyanates, N-2-en-1-amines, and KSCN (or KSeCN) under mild conditions, obviating the need for metals, chemical oxidants, and external electrolytes. The protocol is effective with unactivated alkenes and facilitates the synthesis of five- and six-membered thio(seleno)cyanato-substituted thiazolidine-2-imines. The versatility is demonstrated by its straightforward operation and scalability to gram-scale production, underscoring its potential for broader application.

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无外加电解质电化学一锅级联合成硫(硒)氰基取代的噻唑烷-2-亚胺。
我们开发了一种新的合成方法,通过电化学单锅级联反应生成硫(硒)氰基取代的噻唑烷-2-亚胺。该反应采用异硫氰酸酯、N-2-烯-1-胺和 KSCN(或 KSeCN),条件温和,无需金属、化学氧化剂和外部电解质。该方法对未活化的烯类有效,并有助于合成五元和六元硫(硒)氰基取代的噻唑烷-2-亚胺。该方法操作简便,可扩大到克级生产规模,突出了其广泛应用的潜力。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: The international home of synthetic, physical and biomolecular organic chemistry.
期刊最新文献
Back cover Interrogating the potential of helical aromatic foldamers for protein recognition. Synthesis of the 5/5-spiroindimicin alkaloids: development of a general synthetic approach and biological investigations. Electrochemical one-pot cascade synthesis of thio(seleno)cyanato-substituted thiazolidine-2-imines without external electrolyte. Novel electron donor-acceptor (EDA) complex promoted arylation of 2-oxo-2H-chromene-3-carbonitriles under visible light irradiation.
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