title: A convenient approach to fused indeno-1,4-diazepinones through hypervalent iodine chemistry.
abstract: 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.
authors.affiliation: Department of Chemistry, Aristotle University of Thessaloniki, 54124 Thessaloniki, Greece. malamido@chem.auth.gr
authors.forename: Elizabeth
authors.initials: E
authors.lastname: Malamidou-Xenikaki
authors.forename: Spyros
authors.initials: S
authors.lastname: Spyroudis
authors.forename: Maria
authors.initials: M
authors.lastname: Tsanakopoulou
authors.forename: Dimitra
authors.initials: D
authors.lastname: Hadjipavlou-Litina
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D001381:Azepines / Q000737:chemistry*; D003500:Cyclization; D007192:Indenes / Q000737:chemistry*; D007462:Iodobenzenes / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000577:Amides; D000588:Amines; D001381:Azepines; D007192:Indenes; D007462:Iodobenzenes; C545370:indeno-1,4-diazepinone