title: Metal-free [2 + 2 + 1] annulation of alkynes, nitriles, and oxygen atoms: iodine(III)-mediated synthesis of highly substituted oxazoles.
abstract: The metal-free [2 + 2 + 1] annulation of alkynes, nitriles, and O-atoms for the regioselective assembly of 2,4-disubstituted and 2,4,5-trisubstituted oxazole compounds has been achieved by the use of PhIO with TfOH or Tf2NH. The present reaction could be applied to a facile synthesis of an anti-inflammatory drug.
authors.affiliation: Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan. akio-sai@cc.tuat.ac.jp
authors.forename: Akio
authors.initials: A
authors.lastname: Saito
authors.forename: Akihiro
authors.initials: A
authors.lastname: Taniguchi
authors.forename: Yui
authors.initials: Y
authors.lastname: Kambara
authors.forename: Yuji
authors.initials: Y
authors.lastname: Hanzawa
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D007455:Iodine / Q000737:chemistry*; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis*; D010100:Oxygen / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D000893:Anti-Inflammatory Agents; D008670:Metals; D009570:Nitriles; D010080:Oxazoles; D007455:Iodine; D010100:Oxygen