title: Synthesis of benzoxazolones from nitroarenes or aryl halides.
abstract: A simple and effective method for the preparation of benzoxazolones from nitroarenes or aryl halides is described. Partial reduction of a nitro group in the presence of a chloroformate followed by a microwave-assisted rearrangement/ring closure sequence provides a convenient and practical procedure to prepare this important pharmacophore. Rearrangement precursors were also accessed from aryl halides through transition-metal-catalyzed coupling.
authors.affiliation: School of Chemistry, Main Building, Cardiff University, UK.
authors.forename: Achim
authors.initials: A
authors.lastname: Porzelle
authors.forename: Michael D
authors.initials: MD
authors.lastname: Woodrow
authors.forename: Nicholas C O
authors.initials: NC
authors.lastname: Tomkinson
mesh_terms: D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*
chemical_list: D001583:Benzoxazoles; D006846:Hydrocarbons, Halogenated; D009574:Nitro Compounds; C017057:benzoxazolone