4.

Synthesis of New Amino-1,5-Benzodiazepine and Benzotriazole Derivatives from Dimedone

Norah Bennamane, Rachedine Kaoua, Lamouri Hammal and Bellara Nedjar-Kolli,

Org. Commun. (2008), 1:3 ; 39-47

Laboratory of Applied Organic Chemistry, University of Sciences and Technology, Houari Boumediene, BP 32, El-Alia, Algiers, Algeria

Abstract: High-yielding syntheses of two unpublished series of amino-1,5-benzodiazepines derivatives 3 and 1,2,3-benzotriazoles 4 bearing a dimedone moiety are respectively reported. Derivatives 3 were obtained by intramolecular cyclisation using cyanogenbromide of enaminone 2. On the other hand, when enaminones 2 were treated with sodium nitrite under acidic conditions, cyclisation led to benzotriazole 4.

Keywords: Dimedone; benzotriazoles; benzodiazepines, cyanobromide; enaminones.