4.8 Article

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

Journal

GREEN CHEMISTRY
Volume 13, Issue 9, Pages 2553-2560

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1gc15416h

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Funding

  1. National Institute of Pharmaceutical Education and Research (NIPER)
  2. Council of Scientific and Industrial Research (CSIR), Government of India

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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.

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