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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 22
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Original Articles

Synthesis of New Tri- and Tetraheterocyclic Systems: 1,3-Dipolar Cycloaddition of Nitrilimines on 2,7-Dimethyl-4-Phenyl-3H-1,5-Benzodiazepine

M. Essaber Laboratoire de Chimie des Substances Naturelles et des Hétérocycles associé au CNCPRST, Départment de Chimie, Faculté des Sciences-Semlalia, Université Cadi Ayyad, Marrakech, Maroc
,
A. Baouid Laboratoire de Chimie des Substances Naturelles et des Hétérocycles associé au CNCPRST, Départment de Chimie, Faculté des Sciences-Semlalia, Université Cadi Ayyad, Marrakech, Maroc
,
A. Hasnaoui Laboratoire de Chimie des Substances Naturelles et des Hétérocycles associé au CNCPRST, Départment de Chimie, Faculté des Sciences-Semlalia, Université Cadi Ayyad, Marrakech, Maroc
,
A. Benharref Laboratoire de Chimie des Substances Naturelles et des Hétérocycles associé au CNCPRST, Départment de Chimie, Faculté des Sciences-Semlalia, Université Cadi Ayyad, Marrakech, Maroc
&
J.-P. Lavergne Laboratoire des Ammoacides et Peptides, USTL, 34095, Montpellier Cedex 5, France
Pages 4097-4104 | Received 01 Jun 1998, Published online: 11 Mar 2009
 
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Abstract

We report here a one-step synthesis of a new series of tri and tetraheterocyclic systems by the mixed condensation reactions of N-aryl-C-ethoxycarbonylnitrilimines and diarylnitrilimines with 2,7-dimethyl-4-phenyl-3H-1,5-benzodiazepine This 1,3-dipolar cycloaddition is completely peri and regioselective The structure of these products has been confirmed by 1H, 13C NMR, mass spectroscopic and X-ray crystallographic analysis.

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