Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 19, Pages 7315-7321Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo9013063
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Indenocarboxamides, resulting from the sequential addition of two arylamine equivalents to indanedione ketene dimer, are oxidized by [bis(trifluoroacetoxy)iodobenzene] to fused indeno-1,4-diazepinones in yields depending on the substituents on both aromatic rings. A plausible reaction pathway explaining the formation of the title compounds, as well as the formation of the two other minor products of the reaction, through a common intermediate, is suggested.
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