铜催化非活化烯烃碳胺化与三氯乙腈合成β-内酰胺

IF 2.9 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-10-29 DOI:10.1002/jhet.4928
Xiaoya Wang, Jing Cui, Runsheng Zeng
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引用次数: 0

摘要

β-内酰胺类化合物是一类具有独特生物活性的含氮杂环化合物,在感染性疾病的治疗中有着重要的作用。本研究以廉价的铜盐为催化剂,三氯乙腈为自由基前体,碳酸钾为碱,为合成具有潜在药理活性的二氯乙酰基取代的β-内酰胺化合物提供了一条简明的途径。初步的机理研究表明,未活化的烯烃经过连续的分子间自由基加成和分子内酰胺化反应。铜盐的催化循环涉及Cu(I)/Cu(II)/Cu(III)种。
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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Copper-Catalyzed Carboamination of Unactivated Alkenes to Synthesize β-Lactams with Trichloroacetonitrile

β-Lactams, as nitrogen-containing heterocycles with distinctive biological activities, have made significant contributions to the treatment of infectious diseases. This study which used inexpensive copper salts as catalysts, trichloroacetonitrile as a radical precursor, and potassium carbonate as base offers a concise route for the synthesis of β-lactam compounds substituted with potentially pharmacologically active dichloroacetyl moieties. Preliminary mechanistic studies indicate that unactivated alkenes undergo sequential intermolecular radical addition and intramolecular amidation reactions. The copper salts undergo catalytic cycles involving Cu(I)/Cu(II)/Cu(III) species.

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来源期刊
Journal of Heterocyclic Chemistry
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.
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