Electrochemical Dearomative 2,3-Difunctionalization of Indoles

被引：153

作者：

Wu, Ju ^{[1
]}

Dou, Yingchao ^{[1
]}

Guillot, Regis ^{[1
]}

Kouklovsky, Cyrille ^{[1
]}

Vincent, Guillaume ^{[1
]}

机构：

[1] Univ Paris Saclay, Univ Paris Sud, ICMMO, Equipe MSMT,CNRS,UMR 8182, 15 Rue Georges Clemenceau, F-91405 Orsay, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 07期

关键词：

CATALYTIC ASYMMETRIC DEAROMATIZATION; COUPLING REACTIONS; PHENOLS; 1-ACYLINDOLES; DIAZIDATION; OXIDATION; METAL; BOND; BENZOFUROINDOLINES; FUNCTIONALIZATION;

D O I：

10.1021/jacs.8b13371

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the use of electrochemistry to perform a direct oxidative dearomatization of indoles leading to 2,3-dialkoxy or 2,3-diazido indolines under undivided conditions at a constant current. This operationally simple electro-oxidative procedure avoids the use of an external oxidant and displays excellent functional group compatibility. The formation of the two C-O or C-N bonds is believed to arise from the oxidation of the indoles into radical cation intermediates.

引用

页码：2832 / 2837

页数：6

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