Electrochemical Three-Component C–H Functionalization of Indoles with Sodium Bisulfite and Alcohols to Access Indole-Containing Sulfonate Esters

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-01-04 DOI:10.1021/acs.joc.4c02567
Wei Zhou, Peng Chen, Xiao-Qing Xie, Yanli Wu, Haixin Ding, Ruchun Yang, Xian-Rong Song, Mu-Jia Luo, Qiang Xiao
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Abstract

Herein, an efficient electrochemical three-component C–H functionalization of indoles with sodium bisulfite and alcohols is described, providing a sustainable and convenient synthetic route for the construction of structurally valuable indole-containing sulfonate esters in moderate to good yields. This protocol proceeds in an undivided cell without any metal catalysts or oxidants, features a broad substrate scope, and has an excellent functional group tolerance. Preliminary mechanistic studies suggest that a radical–radical pathway may be involved in this three-component reaction system.

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吲哚与亚硫酸氢钠和醇的电化学三组分C-H功能化以获得含吲哚磺酸酯
本文描述了用亚硫酸氢钠和醇对吲哚进行高效的三组分C-H电化学功能化,为构建具有结构价值的含吲哚磺酸酯提供了一条可持续和便捷的合成路线。该工艺在未分裂的细胞中进行,没有任何金属催化剂或氧化剂,具有广泛的底物范围,并且具有优异的官能团耐受性。初步的机理研究表明,自由基-自由基途径可能参与了这一三组分反应体系。
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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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