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Facile synthesis of 6-aryl-5H-8-oxa-4b, 7-diaza-benzo[a]azulen-9-one derivatives, new tricyclic heterocycles

✍ Scribed by Cherukupally Praveen; Javvaji Rama Rao; Padi Pratap Reddy; Kaga Mukkanti; Gade Srinivas Reddy

Publisher: Journal of Heterocyclic Chemistry
Year: 2008
Tongue: English
Weight: 274 KB
Volume: 45
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570450421

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✦ Synopsis

Abstract

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8‐Oxa‐4b,7‐diaza‐benzo[a]azulene‐9‐one system, a new tricyclic heterocyclic framework is designed through a simple and convenient synthetic sequence. Its 6‐aryl derivatives are synthesized starting from ethyl indole‐2‐carboxylate. Reaction of differently substituted phenacyl bromides with ethyl indole‐2‐carboxylate, treatment of the resultant N‐substituted indole‐2‐carboxylates with hydroxylamine hydrochloride to provide corresponding oximes, subsequent ester hydrolysis followed by dehydrative cyclisation furnished the desired compounds 5 a‐g.

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