铜催化亲核环异构级联构建氮杂环吲嗪。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-09-27 Epub Date: 2024-09-09 DOI:10.1021/acs.orglett.4c02933

Jingpeng Han, Xuan Tang, Xue Cheng, Tu Zeng, Yi Tian, Yingjian Gong, Baosheng Li

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引用次数: 0

摘要

通过将先导分子中的支架和官能团替换为可保持或增强原始化合物所需生物活性的替代物，已经发现了许多有效的生物异构替代物。在此，我们开发了一种铜催化的亲核环异构化技术，以获得氮杂吲哚的潜在生物异构替代物。在这一过程中，吲哚利嗪所特有的 "四烯 "发生了 12π 电环化反应，为获得氮杂环吲哚利嗪衍生物提供了一种补充方法，而这些衍生物很难通过传统方法制备。

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Copper-Catalyzed Nucleophilic Cycloisomerization Cascade Constructing Azepinoindolizine.

Numerous effective bioisosteric replacements have been identified through substituting scaffolds and functional groups in lead molecules with alternative ones that preserve or enhance the desired biological activity of the original compound. Here, a copper-catalyzed nucleophilic cycloisomerization was developed to access potential bioisosteric replacements of azepinoindole. In this process, "tetra-alkene" characteristic of indolizine undergoes a 12π electrocyclization, offering a complementary method to obtain azepinoindolizine derivatives that are otherwise challenging to prepare through conventional means.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.