Issue 11, 2002
From the journal:

New Journal of Chemistry

Synthesis of a novel heterocyclic ring system by way of highly regio- and chemoselective 1,3-dipolar cycloaddition of nitrilimines to 1,3,4-benzotriazepin-5-one derivatives

Rachid Jalal,a   Malika El Messaoudi,*b   Aïssa Hasnaoui,b   M'hamed Esseffar,b   Mohamed Selkti,c   Jean-Pierre Lavergned  and  Philippe Compain*e  

* Corresponding authors

a Département de Chimie, Faculté des Sciences et Techniques, Université Cadi Ayyad, B.P. 549, Marrakech, Maroc

b Département de Chimie, Faculté des Sciences-Semlalia, Université Cadi Ayyad, B.P. 2390, Marrakech, Maroc
E-mail: elmessaoudi@ucam.ac.ma

c Laboratoire de Cristallographie et RMN Biologique, UMR 8015 CNRS-Faculté de Pharmacie, 4 avenue de l'Observatoire, Paris cedex 6, France

d Laboratoire des Aminoacides, Peptides et Protéines (LAPP,CNRS UMR 5810), Universités Montpellier II, Montpellier cedex 5, France

e Institut de Chimie Organique et Analytique (CNRS UMR 6005), Université d'Orléans, Rue de Chartres, BP 6759, Orléans cedex 2, France
E-mail: philippe.compain@univ-orleans.fr

Abstract

The 1,3-dipolar cycloaddition reaction of nitrilimines to 3,4-dihydro-4-methyl-5H-1,3,4-benzotriazepin-5-ones 1 led, with complete regio- and chemoselectivity, to [1,2,4]triazolo[1,3,4]benzotriazepines 3, the structures of which were assigned by spectral methods and X-ray crystallographic analysis.

Graphical abstract: Synthesis of a novel heterocyclic ring system by way of highly regio- and chemoselective 1,3-dipolar cycloaddition of nitrilimines to 1,3,4-benzotriazepin-5-one derivatives

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Article information

DOI
https://doi.org/10.1039/B204659H
Article type
Letter
Submitted
13 May 2002
Accepted
11 Sep 2002
First published
14 Oct 2002

New J. Chem., 2002,26, 1545-1548

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Synthesis of a novel heterocyclic ring system by way of highly regio- and chemoselective 1,3-dipolar cycloaddition of nitrilimines to 1,3,4-benzotriazepin-5-one derivatives

R. Jalal, M. El Messaoudi, A. Hasnaoui, M. Esseffar, M. Selkti, J. Lavergne and P. Compain, New J. Chem., 2002, 26, 1545 DOI: 10.1039/B204659H

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