title: Reactivity of indanedioneketene dimer with amines.
abstract: The highly reactive indanedioneketene 5, resulting from the thermal decomposition of phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone (lawsone, 4), in the absence of nucleophiles dimerizes to the corresponding tetraoxo spiro oxetanone 6 in quantitative yield. This oxetanone exhibits an interesting reactivity toward amines.
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: Harald
authors.initials: H
authors.lastname: Krautscheid
mesh_terms: D000588:Amines / Q000737:chemistry*; D018360:Crystallography, X-Ray; D019281:Dimerization; D006860:Hydrogen Bonding; D007189:Indans / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D000588:Amines; D007189:Indans; D007659:Ketones; D009285:Naphthoquinones; C518112:indanedioneketene; C005090:lawsone