丙二腈-异硫氰酸酯（或异硒氰酸酯）加合物开环法合成新的2-（噻唑-2-乙基）丙二腈和2-（1,3-硒唑-2-乙基）丙二腈衍生物

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-10-01 DOI:10.1016/j.tet.2025.134977

Manijeh Nematpour

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引用次数: 0

摘要

结合近年来对五元杂环化合物合成的研究，本研究以硝基环氧化物为高效起始原料，通过开环法制备了2-（1,3-硒化唑-2-酰基）丙二腈和2-（噻唑-2-酰基）丙二腈的新型衍生物。该反应是通过生成丙二腈-异硫氰酸酯（或异硒氰酸酯）加合物，然后加入硝基环氧化物合成产物，纯化容易。通过克级实验，在室温和丙酮溶剂中进行四组分反应，在不添加催化剂的情况下，证明了该过程的有效性。合成并鉴定了18个新的1,3-硒化唑和噻唑类杂环化合物，并通过IR、Mass和NMR分析对其进行了证实。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of new 2-(thiazol-2-ylidene) malononitrile, and 2-(1,3-selenazol-2-ylidene) malononitrile derivatives via nitroepoxide ring opening with malononitrile-isothiocyanate (or isoselenocyanate) adducts

查看原文本刊更多论文

In line with recent research on the synthesis of five-membered heterocyclic compounds, the synthesis of novel derivatives of 2-(1,3-selenazol-2-ylidene) malononitrile and 2-(thiazol-2-ylidene) malononitrile was carried out via the ring opening of nitroepoxide as an efficient starting material in this study. This reaction was carried out via the formation of malononitrile-isothiocyanate (or isoselenocyanate) adducts, followed by the addition of nitroepoxide to synthesize the products with easy purification. The effectiveness of this process was demonstrated through a gram-scale experiment, performing the four-component reaction, without the addition of a catalyst, at room temperature and in acetone solvent. 18 new heterocyclic compounds from the new 1,3-selenazoles and thiazoles family were synthesized and identified, and confirmed by IR, Mass, and NMR analyses.

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.