Rh（III）催化吲哚脱芳1,2-烷氧基移位重排

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-09 DOI:10.1021/acs.orglett.5c01051

Can Yang, Lixing Shen, Ying Xie, Jianzhang Li, Huanfeng Jiang, Wei Zeng

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引用次数: 0

摘要

通过级联C(sp2) -H活化和1,2-烷氧基移位重排，研究了Rh（III）催化吲哚的C3烷氧基脱芳化反应。该方法提供了一种以醇为烷氧基源快速组装3-烷氧基吲哚-2-酮支架的有效方法。机制研究表明，吲哚基C2烷氧基化和Ag(I)/Cu（II）介导的1,2-烷氧基迁移参与了这一转化。

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Rh(III)-Catalyzed Indole Dearomative 1,2-Alkoxyl Shift Rearrangement

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Rh(III)-Catalyzed Indole Dearomative 1,2-Alkoxyl Shift Rearrangement

A Rh(III)-catalyzed dearomative C3 alkoxylation of indoles via cascade C(sp²)–H activation and 1,2-alkoxyl shift rearrangement has been developed. This method provides an efficient strategy to rapidly assemble 3-alkoxyindolin-2-one scaffolds using alcohols as alkoxyl sources. Mechanistic studies indicate that indolyl C2 alkoxylation followed by Ag(I)/Cu(II)-mediated 1,2-alkoxyl migration is involved in this transformation.

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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.