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

Regiospecific epoxide opening: a facile approach for the synthesis of 3-hydroxy-3-aminomethylindolin-2-one derivatives
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DOI:
10.1039/c1gc15416h
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发表时间:
2011-01-01
期刊:
影响因子:
9.8
通讯作者:
Nair, Vipin A.
Nair, Vipin A.
中科院分区:
化学1区
文献类型:
--
作者:
Chouhan, Mangilal;Senwar, Kishna Ram;Nair, Vipin A.

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开发了一种温和、环保的方法,将3-环氧乙烷-二氢吲哚-2-酮与脂肪胺和芳香胺氨解得到3-羟基-3-氨基甲基二氢吲哚-2-酮。当用水作为反应介质时,观察到反应速率的提高。反应区域特异性地进行以从较少取代的末端打开环氧环。
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.