ArticleThe Journal of organic chemistry2024
Copper-Catalyzed One-Pot Synthesis of Thiazolidin-2-imines.
Article in The Journal of organic chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Composite materials containing Brønsted acid sites derived fromRSC advances · 2025Article
- DABCO-Catalyzed Synthesis of Thiazolidine-2-thiones: System Development and Mechanistic Insights.The Journal of organic chemistry · 2025Article
- Copper-Catalyzed α-Alkylation of Aryl Acetonitriles with Benzyl Alcohols.The Journal of organic chemistry · 2024Article
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Authors and funding
5 authors.
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Abstract
The synthesis of thiazolines, thiazolidines, and thiazolidinones has been extensively studied, due to their biological activity related to neurodegenerative diseases, such as Parkinson's and Alzheimer's, as well as their antiparasitic and antihypertensive properties. The closely related thiazolidin-2-imines have been studied less, and efficient strategies for synthesizing them, mainly based on the reaction of propargylamines with isothiocyanates, have been explored less. The use of one-pot approaches, providing modular, straightforward, and sustainable access to these compounds, has also received very little attention. Herein, we report a novel, one-pot, multicomponent, copper-catalyzed reaction among primary amines, ketones, terminal alkynes, and isothiocyanates, toward thiazolidin-2-imines bearing quaternary carbon centers on the five-membered ring, in good to excellent yields. Density functional theory calculations, combined with experimental mechanistic findings, suggest that the copper(I)-catalyzed reaction between the
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