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

CH Lee, YS Song, HI Cho, JW Yang…

Index: Lee, Chang Hoon; Song, Young Seok; Cho, Hyun In; Yang, Je Woo; Lee, Kee-Jung Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 6 p. 1103 - 1106

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Citation Number: 20

Abstract

Abstract Novel heterocycles, 4H-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.