Electrocatalytic Aldol Addition of Cyclic 1,3-Ketoesters to Isatins: Acetone as a Solvent for the Efficient and Facile Electrochemically Induced Way to 3-Substituted-3-Hydroxyindol-2-One Scaffold

被引：9

作者：

Elinson, M. N. ^{[1
]}

Merkulova, V. M. ^{[1
]}

Ilovaisky, A. I. ^{[1
]}

Chizhov, A. O. ^{[1
]}

Barba, F. ^{[2
]}

Batanero, B. ^{[2
]}

机构：

[1] ND Zelinskii Inst Organ Chem, Moscow 119991, Russia

[2] Univ Alcala de Henares, Dept Organ Chem, Madrid 28871, Spain

来源：

JOURNAL OF THE ELECTROCHEMICAL SOCIETY | 2012年 / 159卷 / 11期

基金：

俄罗斯基础研究基金会;

关键词：

HENRY REACTION; TRANSFORMATION; MALONONITRILE; INHIBITORS;

D O I：

10.1149/2.021211jes

中图分类号：

O646 [电化学、电解、磁化学];

学科分类号：

081704 ;

摘要：

The electrolysis of isatins and cyclic 1,3-ketoesters in acetone in an undivived cell results in the formation of the previously unknown 3-substituted-3-hydroxyindol-2-ones in 80-95% yields and 800-950% current efficiency. Thus, this simple electrocatalytic system can produce in aprotic solvent in an undivided cell, under mild conditions the new electrochemically induced aldol reaction of isatins and cyclic 1,3-ketoesters with the formation of 3-substituted-3-hydroxyindol-2-ones - promising synthons for different biomedically active compounds. (C) 2012 The Electrochemical Society. [DOI: 10.1149/2.021211jes] All rights reserved.

引用

收藏

页码：G123 / G127

页数：5

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