Facile synthesis of functionalized spiro[indoline-3,2′-oxiran]-2-ones by Darzens reaction

被引：20

作者：

Fu, Qin ^{[1
]}

Yan, Chao-Guo ^{[1
]}

机构：

[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Peoples R China

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷

基金：

中国国家自然科学基金;

关键词：

Darzens reaction; isatin; oxindole; oxirane; spiro-epoxyoxindole; spirooxindole; ONE-POT SYNTHESIS; ZWITTERIONIC SALTS; ISATINS; HETEROCYCLES; DERIVATIVES; EPOXIDATION; ARYLAMINES; PRODUCTS; AGENTS;

D O I：

10.3762/bjoc.9.105

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of functionalized spiro[indoline-3,2'-oxiran]-2-ones was efficiently synthesized by Darzens reaction of phenacyl bromides with isatins both with N-alkyl groups and without N-substituent in the presence of potassium carbonate as a base catalyst. When two equivalents phenacyl bromides were used in the reaction, the N-substitution reaction of isatin also finished with the formation of spiro-oxirane-oxindoles.

引用

页码：918 / 924

页数：7

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