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

Original Article

JOURNAL 143

Organic Communications

VOLUME & ISSUE

Year: 2008 Issue: 3 July-September

PAGES

p.62 - 68

STATISTICS

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AUTHORS

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

GRAPHICAL ABSTRACT

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High-yielding syntheses of two unpublished series of amino-1,5-benzodiazepines derivatives 3 and 1,2,3-benzotriazoles 4 bearing a dimedone moiety are respectively reported.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.