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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Unusual Formation of New Indole-Containing Heterocyclic Ring Systems

DS Black, N Chaichit, BM Gatehouse and GI Moss

Australian Journal of Chemistry 40(12) 1965 - 1977
Published: 1987

Abstract

The oxazinoindoletrione (3) underwent reaction with aqueous ammonia in methanol or ethanol to yield the polycyclic methyl or ethyl esters (4) and (5) respectively. Reaction of trione (3) with gaseous ammonia in dry ethanol gave the aminobenzodiazepinone (7). This compound lost ammonia on heating in toluene to give compound (11) and in the presence of methanol or ethanol gave the methyl or ethyl esters (9) and (10) respectively. The structures of compounds (4), (7) and (10) were all established by X-ray crystallography.

https://doi.org/10.1071/CH9871965

© CSIRO 1987

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