Green Synthesis and Unexpected Transformation of New Oxothiazolo[3,2-c]Pyrimidine Carbonitriles

IF 2 3区化学 Q2 CHEMISTRY, ORGANIC

Journal of Heterocyclic Chemistry Pub Date : 2025-06-18 DOI:10.1002/jhet.70000

Çağrı Özbil, Muhammet Yıldırım, Havva Acar, Akın Sağırlı

引用次数: 0

Abstract

A swift microwave-assisted Mannich cyclization between enaminocarbonitriles, formaldehyde, and primary amines giving 3-oxothiazolo[3,2-c]pyrimidine carbonitriles in excellent yields is reported. This protocol has some advantages such as atom-economy, highly practical, water-assisted, catalyst- and chromatography-free. Interestingly, some unexpected aryl thiazolidinones were also accessed over a retro-Mannich-cyclization sequence in the reaction of thiazolo[3,2-c]pyrimidine carbonitriles with mercapto acetic acid.

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新型氧噻唑[3,2-c]嘧啶碳腈的绿色合成与意外转化

报道了一种微波辅助下，在氨基碳腈、甲醛和伯胺之间快速进行曼尼希环化反应，得到3-氧噻唑[3,2-c]嘧啶碳腈，收率很高。该方法具有原子经济、实用性强、水辅助、免催化剂、免色谱等优点。有趣的是，在噻唑[3,2-c]嘧啶碳腈与巯基乙酸的反应中，一些意想不到的芳基噻唑烷酮也通过逆曼尼奇环化序列获得。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Heterocyclic Chemistry 化学-有机化学

CiteScore

5.20

自引率

4.20%

发文量

177

审稿时长

3.9 months

期刊介绍： The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.