Rearrangement and Cyclization of Enamine Thianthrenium Salts: Effective Access to Substituted Indoles.

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Journal of Organic Chemistry Pub Date : 2025-06-13 Epub Date: 2025-06-02 DOI:10.1021/acs.joc.5c00299
Zhixin Ren, Chengli Deng, Zi-Jing Bai, Wei Shi, Peng Gao
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引用次数: 0

Abstract

A facile base-mediated cyclization and rearrangement of enamine thianthrenium salts for the construction of indole compounds is disclosed. In this reaction, sequential cleavage of two C-S bonds and subsequent formation of C-N and C-C bonds furnish a series of substituted indoles in moderate to good yields. Furthermore, an efficient late-stage functionalization of enamine compounds is established. The method features a wide substrate scope, good functional group tolerance, and low-cost starting materials.

Abstract Image

烯胺类硫铵盐的重排和环化:取代吲哚的有效获取。
公开了一种用于构建吲哚化合物的易碱介导的烯胺噻吩盐的环化和重排。在这个反应中,两个C-S键的连续断裂和随后形成的C-N和C-C键提供了一系列的取代吲哚,收率中等到较高。此外,建立了一个高效的后期功能化的烯胺化合物。该方法的特点是衬底范围广,官能团耐受性好,起始材料成本低。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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