Synthesis of New Tetraheterocyclic Systems by the Mixed Condensation Reactions on [1,2,4]Triazolo[4,3‐a][1,5]benzodiazepines

Abstract

We report here a one step synthesis of a new series of bis‐[1,2,4‐triazolo][4,3‐a:3′,4′‐d][1,5]benzodiazepines 3a–e and [1,2,4]oxadiazolo[5,4‐d][1,2,4]triazolo[4,3‐a][1,5]benzodiazepines 5a–c by the condensation reactions of diarylnitrilimines and arylonitrile oxides. This 1,3‐dipolar cycloaddition is completely regioselective. The structure of these products has been confirmed by ¹H, ¹³C NMR and mass spectroscopic.

Keywords:

• Nitrilimines
• nitrile oxides
• bis‐adducts
• benzodiazepine
• oxadiazole
• triazole
• regioselective

Acknowledgments

The authors are grateful to Dr. Philippe Compain and Pr. Bernard Garrigues for spectral data measurements.