Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile:: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system

被引：95

作者：

Elinson, Michail N. ^{[1
]}

Ilovaisky, Alexey I. ^{[1
]}

Dorofeev, Alexander S. ^{[1
]}

Merkulova, Valentina M. ^{[1
]}

Stepanov, Nikita O. ^{[1
]}

Miloserdov, Fedor M. ^{[1
]}

Ogibin, Yuri N. ^{[1
]}

Nikishin, Gennady I. ^{[1
]}

机构：

[1] ND Zelinskii Inst Organ Chem, Leninsky Prospect 147, Moscow 119991, Russia

来源：

TETRAHEDRON | 2007年 / 63卷 / 42期

基金：

俄罗斯基础研究基金会;

关键词：

electrochemistry; electrocatalysis; multicomponent reactions; chromenes; spirooxindoles;

D O I：

10.1016/j.tet.2007.07.080

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An electrochemically induced catalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile in alcohols in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of spirooxindoles with fused functionalized 5,6,7,8-tetrahydro-4H-chromene system in 83-98% yields. The application of this efficient electrocatalytic method to the formation of medicinally relevant spirocyclic (4H-chromene)-4,3'-oxindoles is beneficial from the viewpoint of diversity-oriented large-scale processes and represents novel, facile, and environmentally benign synthetic concept for multicomponent reaction strategy. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：10543 / 10548

页数：6

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