63875-06-9Relevant articles and documents
4-trifluoroacetyl-2-phenyloxazol-5-one: Versatile template for syntheses of trifluoromethylsubstituted heterocycles
Saijo, Ryosuke,Kurihara, Ken-Ichi,Kawase, Masami
, p. 2533 - 2553 (2014/01/06)
4-Trifluoroacetyl-2-phenyloxazol-5-one (1) is a versatile template for the synthesis of various trifluoromethyl-substituted heterocycles. Cyclocondesation of 1 with hydroxylamine and hydrazine afforded isoxazole and pyrazole, respectively. Another key protocol involves nucleophilic ring opening of 1 with H2O or MeOH to give a-amido trifluoromethyl ketones which are transformed into trifluoromethyl-substituted thiazoles, oxazoles, imidazoles, pyrazoles, and pyrimidines.
Convenient synthesis of 5-trifluoroacetylated imidazoles by ring transformation of mesoionic 1,3-oxazolium-5-olates
Kawase, Masami,Saito, Setsuo
, p. 410 - 414 (2007/10/03)
Mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1), obtained from the reaction of N-acyl-N-alkylglycines (2) with trifluoroacetic anhydride, react with amidines to give 5-trifluoroacetylimidazoles (3) in moderate yield. The novel ring transformations of 1 into 3 occur via an initial attack of amidines on the C-2 position of the ring.
A Novel Ring Transformation of Mesoionic 1,3-Oxazolium-5-olates into 5-Trifluoroacetylated and 5-Perfluoroacylated Imidazoles by Reaction with Amidines
Kawase, Masami
, p. 2101 - 2102 (2007/10/02)
Treatment of mesoionic 1,3-oxazolium-5-olates with amidines causes a novel ring transformation affording 5-trifluoroacetyl- and 5-perfluoroacyl-imidazoles in moderate yields.