Copper-Catalyzed Regioselective 1,4-Sulfonyl Indolylation of 1,3-Dienes with Sulfonyl Chloride and Indoles

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-02-22 DOI:10.1021/acs.orglett.5c00245

Pu Chen, Lin Tian, Xiaochen Ji, Guo-Jun Deng, Huawen Huang

引用次数: 0

Abstract

A copper-based catalytic system has been described to enable the efficient 1,4-sulfonylindolylation of 1,3-dienes with sulfonyl chloride and indoles. This protocol offers a practical method for the synthesis of allylsulfone-containing indole derivatives with a broad range of compatible functionalities and excellent chemo- and regioselectivities. Mechanistic studies suggest that the copper catalyst plays the dual role of initiating sulfonyl radicals and prompting indole coupling in this conjugated diene-selective 1,4-difunctionalization strategy.

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本研究介绍了一种铜基催化体系，该体系可使 1,3 二烯与磺酰氯和吲哚进行高效的 1,4 磺酰基吲哚化反应。该方案为合成具有广泛兼容官能团和优异化学选择性和区域选择性的含烯丙基砜吲哚衍生物提供了一种实用方法。机理研究表明，在这种共轭二烯选择性 1,4-二官能化策略中，铜催化剂起着引发磺酰自由基和促进吲哚偶联的双重作用。

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.