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

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, chemica...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-12, Vol.22 (48), p.9366-937
Main Authors: Yu, Xiao, Hao, Liqiang, Liu, Xian, Jin, Shengkui, Li, Yangchen, Liu, Yiping, Ji, Yafei
Format: Article
Language:English
Subjects:
Alkenes
Amines
Cascade chemical reactions
Chemical synthesis
Electrochemistry
Electrolytes
Imines
Metals
Oxidants
Oxidizing agents
Substitutes
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Summary: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. A novel synthetic method has been developed for generating thio(seleno)cyanato-substituted thiazolidine-2-imines via an electrochemical one-pot cascade reaction.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob01626b