A convenient approach to fused indeno-1,4-diazepinones through hypervalent iodine chemistry

Article abstract of DOI:10.1021/jo9013063

(Chemical Equation Presented) 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. 2009 American Chemical Society.