Expedient Synthesis of 6-Aryl Derivatives of 3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one: A New Heterocyclic Framework

Autor:	Cherukupally Praveen, Kaga Mukkanti, Kadaboina Rajasekhar, Padi Pratap Reddy, Gade Srinivas Reddy
Rok vydání:	2008
Předmět:	chemistry.chemical_compound chemistry Aryl Organic Chemistry Hydrazine Phenacyl bromide Organic chemistry Phenacyl
Zdroj:	Synthetic Communications. 38:3884-3893
ISSN:	1532-2432 0039-7911
DOI:	10.1080/00397910802238742
Popis:	3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one, a new tetracyclic heterocyclic framework, is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from 1H-indole-2-carboxylic acid. The reaction of differently substituted phenacyl bromides with 1H-indole-2-carboxylic acid and POCl3-mediated cyclization of the resultant 1H-indole-2-carboxylic acid phenacyl ester provided 2-oxa-4a-aza-fluoren-1-one, and its sequential reaction with hydrazine and 2-chloro-acetamide furnished the desired new heterocyclic compounds 7a–f.
Databáze:	OpenAIRE
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