Issue 9, 2011
From the journal:

Green Chemistry

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

Mangilal Chouhan,a   Kishna Ram Senwar,a   Ratnesh Sharma,a   Vikas Groverb  and  Vipin A. Nair*a  

* Corresponding authors

a Department of Medicinal Chemistry

b Central Instrumentation Laboratory, National Institute of Pharmaceutical Education and Research, Mohali, Sector 67, India
E-mail: vn74nr@yahoo.com
Tel: +91 172-2292045

Abstract

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.

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

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Article information

DOI
https://doi.org/10.1039/C1GC15416H
Article type
Paper
Submitted
15 Apr 2011
Accepted
06 Jun 2011
First published
27 Jul 2011

Green Chem., 2011,13, 2553-2560

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

M. Chouhan, K. R. Senwar, R. Sharma, V. Grover and V. A. Nair, Green Chem., 2011, 13, 2553 DOI: 10.1039/C1GC15416H

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