title: Synthesis and Diels-Alder reactivity of ortho-carbazolequinones.
abstract: Oxidation of 2- and 3-hydroxycarbazoles with Frémy's salt gave the corresponding ortho-carbazolequinones. These molecules react as carbodienophiles in Diels-Alder reaction with 1-acetoxy-1,3-butadiene and 1,3-cyclopentadiene to provide the novel benzocarbazolequinone structures 15, 16, 18 and 19.
authors.affiliation: Laboratoire de Chimie Organique, Institut des Sciences Pharmaceutiques et Biologiques, Université Claude Bernard Lyon 1, 69373 Lyon cedex 08, France.
authors.forename: Muriel
authors.initials: M
authors.lastname: Compain-Batissou
authors.forename: Djamila
authors.initials: D
authors.lastname: Latreche
authors.forename: Jacques
authors.initials: J
authors.lastname: Gentili
authors.forename: Nadia
authors.initials: N
authors.lastname: Walchshofer
authors.forename: Zouhair
authors.initials: Z
authors.lastname: Bouaziz
mesh_terms: D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D008956:Models, Chemical; D008968:Molecular Conformation; D015394:Molecular Structure; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002227:Carbazoles; D011809:Quinones