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Issue 17, 1985
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A simple one-step synthesis of N-substituted isoindolin-1-ones. Diastereofacially selective protonation of an intermediate isoindolinol

Abstract

α-Amino acids and their methyl esters, arylamines, heterocyclic amines and, less efficiently, aryl substituted aliphatic amines, react with o-phthaldialdehyde in the presence of acetic acid to give N-substituted isoindolin-1-ones in excellent yield; deuteriation studies implicate an isoindolinol intermediate and, when α-amino acids are used, provide evidence of its diastereofacially selective protonation.

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Article information


J. Chem. Soc., Chem. Commun., 1985, 1183-1184
Article type
Paper

A simple one-step synthesis of N-substituted isoindolin-1-ones. Diastereofacially selective protonation of an intermediate isoindolinol

R. Grigg, H. Q. N. Gunaratne and V. Sridharan, J. Chem. Soc., Chem. Commun., 1985, 1183
DOI: 10.1039/C39850001183

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