Tetrahedron

The reaction of phthalidylidene dichloride with primary amines. Synthesis and X-ray molecular structure of N-substituted phthalisoimides

A Guirado, A Zapata, MCR de Arellano

Index: Guirado, Antonio; Zapata, Andres; Ramirez De Arellano, M. Carmen Tetrahedron, 1997 , vol. 53, # 14 p. 5305 - 5324

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Citation Number: 13

Abstract

An efficient method for the synthesis of N-substituted phthalisoimides, by reaction of phthalidylidene dichloride with primary amines, is described. The reactions with arylamines, arylenediamines and alkylenediamines lead to the corresponding phthalisoimides or bisphthalisoimides in nearly quantitative yields. However, the reactions with alkylamines are not useful because of the relatively high nucleophilicity of alkylamines. Certain particular ...