123705-53-3Relevant academic research and scientific papers
One-pot preparation of 2,5-disubstituted and 2,4,5-trisubstituted oxazoles from aromatic ketones with molecular iodine, oxone, and trifluoromethanesulfonic acid in nitriles
Imai, Sho,Kikui, Hiroki,Moriyama, Katsuhiko,Togo, Hideo
, p. 5267 - 5274 (2015)
Alkyl aryl ketones were successfully converted into the corresponding 2,5-disubstituted and 2,4,5-trisubstituted oxazoles in good to moderate yields in a one-pot manner, utilizing iodine, Oxone, and trifluoromethanesulfonic acid in nitriles under transition-metal-free conditions. The present method could be used for the preparation of Oxaprozin from benzyl phenyl ketone and succinonitrile. A possible reaction mechanism was proposed in which the key intermediates were α-iodoalkyl aryl ketones and α-iodosylalkyl aryl ketones.
Metal-free [2 + 2 + 1] annulation of alkynes, nitriles, and oxygen atoms: Iodine(III)-mediated synthesis of highly substituted oxazoles
Saito, Akio,Taniguchi, Akihiro,Kambara, Yui,Hanzawa, Yuji
supporting information, p. 2672 - 2675 (2013/07/19)
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 Tf 2NH. The present reaction could be applied to a facile synthesis of an anti-inflammatory drug.
Synthesis of Oxazoles by the Reaction of Ketones with Iron(III) Solvates of Nitriles
Kotani, Eiichi,Kobayashi, Shigeki,Adachi, Mayumi,Tsujioka, Toshiyuki,Nakamura, Kouji,Tobinaga, Seisho
, p. 606 - 609 (2007/10/02)
Oxazoles having functionalized carbon substituents at the C-2 position were synthesized in one step by the oxidation of ketones with iron(III) solvates of nitriles, i.e., Fe(RCN)6(ClO4)3(solvate A) or Fe(RCN)6)FeCl4)3(solvate B), in the corresponding nitriles.Keywords oxazole; ketone; oxidation; nitrile; iron(III) nitrile solvate
