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Synthesis of 4H-tetrazolo[1,5-a][1]benzazepines from the baylis-hillman adducts of 2-azidobenzaldehyde

✍ Scribed by Chang Hoon Lee; Young Seok Song; Hyun In Cho; Je Woo Yang; Kee-Jung Lee

Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
38 KB
Volume
40
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Novel heterocycles, 4__H__‐tetrazolo[1,5‐a][1]benzazepines 6 were prepared by the intramolecular 1,3‐dipolar cycloaddition reaction of azidophenylcyanomethyl compounds 5. The latter were readily obtained from 2‐azidobenzaldehyde through the Baylis‐Hillman adducts 3 followed by acetylation to compounds 4 and nucleophilic substitution by cyanide to compounds 5.

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