Volume 45, Issue 4 pp. 1083-1087
Article

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

Cherukupally Praveen

Cherukupally Praveen

Research & Development, Integrated Product Development, Dr. Reddy's Laboratories Limited, Survey No: 42, 45 and 46, Bachupally, Qutubullapur, RangaReddy District-500055, Andhra Pradesh, India

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Javvaji Rama Rao

Javvaji Rama Rao

Research & Development, Integrated Product Development, Dr. Reddy's Laboratories Limited, Survey No: 42, 45 and 46, Bachupally, Qutubullapur, RangaReddy District-500055, Andhra Pradesh, India

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Padi Pratap Reddy

Padi Pratap Reddy

Research & Development, Integrated Product Development, Dr. Reddy's Laboratories Limited, Survey No: 42, 45 and 46, Bachupally, Qutubullapur, RangaReddy District-500055, Andhra Pradesh, India

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Kaga Mukkanti

Kaga Mukkanti

Institute of Science and Technology, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad-500072, Andhra Pradesh, India

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Gade Srinivas Reddy

Gade Srinivas Reddy

Research & Development, Integrated Product Development, Dr. Reddy's Laboratories Limited, Survey No: 42, 45 and 46, Bachupally, Qutubullapur, RangaReddy District-500055, Andhra Pradesh, India

Institute of Science and Technology, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad-500072, Andhra Pradesh, India

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First published: 13 March 2009
Citations: 3

Abstract

chemical structure image

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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