Synthesis of imidazo[1,2-a]pyridines via cobalt/iodine-catalyzed Ortoleva-King type approach

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2024-07-18 DOI:10.1016/j.tetlet.2024.155188

Padinjare Veetil Saranya , Rose Mary Philip , Gopinathan Anilkumar

引用次数: 0

Abstract

Ortoleva-King type reaction of 2-aminopyridines with easily available aromatic ketones by dual catalytic system of cobalt and iodine in chlorobenzene was proposed. The reaction made use of the in situ formation of α-halo ketones from aromatic ketones and molecular iodine. An array of functional groups were tolerated in this strategy to allow the synthesis of variously substituted imidazo[1,2-a]pyridines in moderate to good yields. Furthermore, this procedure was effectively used for the synthesis of zolimidine, a medicine that is sold as an anti-ulcer agent.

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通过钴/碘催化的 Ortoleva-King 型方法合成咪唑并[1,2-a]吡啶

提出了在氯苯中利用钴和碘的双重催化体系，使 2-氨基吡啶与容易获得的芳香酮发生奥托列娃-金型反应。该反应利用了芳香酮和分子碘原位生成 α-卤代酮的原理。这一策略可以容许一系列官能团的存在，从而以中等至良好的收率合成出各种取代的咪唑并[1,2-a]吡啶。此外，这种方法还有效地用于合成唑嘧啶，这是一种作为抗溃疡药出售的药物。

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

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.