Multidimensional Involvement of Tris(4-methoxyphenyl)amine in Electrolytic Sulfonylation of Alkenes

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-14 DOI:10.1021/acs.orglett.6c04101

Yangkai Dong,Yuchen Li,Yutong Wang,Jichao Yu,Baoshun Huang,Jiabo Wang,Yuan-Ye Jiang,Yulei Zhao

引用次数: 0

Abstract

Abstract A tris(4-methoxyphenyl)amine (TMPA)-catalyzed paired-electrolysis sulfonylation is reported. TMPA first serves as the electron donor, thereby facilitating the reduction of sulfonyl chloride; subsequently, the resulting TMPA•+ oxidizes the benzyl radical intermediate. TMPA and the chloride anion also act as a Brønsted base to promote deprotonation at the α-carbon of the sulfonyl group. The current results elucidate a novel paradigm of triarylamine multiple activation, which may stimulate continuous exploration of multiple action modes of other mediators.

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三（4-甲氧基苯基）胺在烯烃电解磺化反应中的多维参与

摘要报道了三（4-甲氧基苯基）胺（TMPA）催化的对电解磺化反应。TMPA首先作为电子给体，从而有利于磺酰氯的还原；随后，生成的TMPA•+氧化苄基中间体。TMPA和氯阴离子也作为Brønsted碱，促进磺酰基α-碳的去质子化。目前的研究结果阐明了三芳胺多重激活的新模式，这可能会刺激对其他介质多重作用模式的不断探索。

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.