title: Synthesis of highly substituted oxazoles through iodine(III)-mediated reactions of ketones with nitriles.
abstract: In the presence of trifluoromethanesulfonic acid (TfOH) or bis(trifluoromethane-sulfonyl)imide (Tf₂NH), iodosobenzene (PhI=O) efficiently promoted the reactions of dicarbonyl compounds as well as monocarbonyl compounds with nitriles to give 2,4-disubstituted and 2,4,5-trisubstituted oxazole in a single step under the mild conditions.
authors.affiliation: Laboratory of Organic Reaction Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan. akio-sai@cc.tuat.ac.jp
authors.forename: Akio
authors.initials: A
authors.lastname: Saito
authors.forename: Nao
authors.initials: N
authors.lastname: Hyodo
authors.forename: Yuji
authors.initials: Y
authors.lastname: Hanzawa
mesh_terms: D060326:Chemistry Techniques, Synthetic; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D007094:Imides / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D007462:Iodobenzenes / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D006845:Hydrocarbons, Fluorinated; D007094:Imides; D007462:Iodobenzenes; D007659:Ketones; D008698:Mesylates; D009570:Nitriles; D010080:Oxazoles; C575299:bis(trifluoromethanesulfonyl)imide; D007455:Iodine; C012077:trifluoromethanesulfonic acid; C037276:iodosobenzene