Copper-Catalyzed Dearomative [3 + 2] Annulation of Indoles with 2-Iodoacetic Acid.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-11-04 DOI:10.1021/acs.orglett.4c03213

Ren-Xiao Liang, Hu-Jie Cai, Ming-Hua Mao, Xue-Pei Bai, Bao-Yu Du, Yi-Xia Jia

引用次数: 0

Abstract

An efficient copper-catalyzed dearomative [3 + 2] annulation of indoles with 2-iodoacetic acid is developed. By employing Cu(OTf)₂/2,2'-bis(2-oxazoline) as the catalyst and LPO as the oxidant, a series of indoline-fused butyrolactones were synthesized in moderate to good yields. The reaction features mild conditions, a broad substrate scope, and readily available starting materials. Furthermore, synthetic transformations of the products were conducted to demonstrate the practical utility of this reaction.

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铜催化吲哚与 2-Iodoacetic Acid 的 Dearomative [3 + 2] Annulation。

本研究开发了一种铜催化的吲哚与 2-碘乙酸的高效脱芳[3 + 2]环化反应。以 Cu(OTf)2/2,2'-bis(2-oxazoline) 为催化剂，以 LPO 为氧化剂，合成了一系列吲哚啉融合的丁内酯，收率从中等到良好。该反应具有条件温和、底物范围广、起始原料易得等特点。此外，还对产物进行了合成转化，以证明该反应的实用性。

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

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.