Regiospecific epoxide opening: a facile approach for the synthesis of 3-hydroxy-3-aminomethylindolin-2-one derivatives

被引：86

作者：

Chouhan, Mangilal ^{[1
]}

Senwar, Kishna Ram ^{[1
]}

Sharma, Ratnesh ^{[1
]}

Grover, Vikas ^{[2
]}

Nair, Vipin A. ^{[1
]}

机构：

[1] Natl Inst Pharmaceut Educ & Res, Dept Med Chem, Sect 67, Mohali 160062, Punjab, India

[2] Natl Inst Pharmaceut Educ & Res, Cent Instrumentat Lab, Sect 67, Mohali 160062, Punjab, India

来源：

GREEN CHEMISTRY | 2011年 / 13卷 / 09期

关键词：

BETA-AMINO ALCOHOLS; CHLORIDE-CATALYZED CLEAVAGE; ONE-POT SYNTHESIS; ORGANIC-REACTIONS; EFFICIENT METHOD; AROMATIC-AMINES; ASYMMETRIC AMINOHYDROXYLATION; STEREOSELECTIVE-SYNTHESIS; LITHIUM PERCHLORATE; HIGHLY EFFICIENT;

D O I：

10.1039/c1gc15416h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mild and eco-friendly method has been developed for aminolysis of 3-oxirane-indolin-2-ones with aliphatic and aromatic amines to afford 3-hydroxy-3-aminomethylindolin-2-ones. An enhancement in reaction rate was observed when water was used as the reaction medium. The reactions proceed regiospecifically to open the epoxide ring from the less-substituted end.

引用

页码：2553 / 2560

页数：8

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