title: Synthesis of 2-(trifluoromethyl)oxazoles from β-monosubstituted enamines via PhI(OCOCF3)2-mediated trifluoroacetoxylation and cyclization.
abstract: Treatment of β-monosubstituted enamines with phenyliodine bis(trifluoroacetate) (PIFA) was found to give a variety of 4,5-disubstituted 2-(trifluoromethyl)oxazoles. This approach allows the incorporation of the trifluoromethyl moiety in PIFA into the final products, which presumably takes place via the oxidative β-trifluoroacetoxylation of the enamine substrates followed by subsequent intramolecular cyclization.
authors: Tianjin Key Laboratory for Modern Drug Delivery and High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China.
authors: Feifei
authors: F
authors: Zhao
authors: Xin
authors: X
authors: Liu
authors: Rui
authors: R
authors: Qi
authors: Daisy
authors: D
authors: Zhang-Negrerie
authors: Jianhui
authors: J
authors: Huang
authors: Yunfei
authors: Y
authors: Du
authors: Kang
authors: K
authors: Zhao
mesh_terms: D060326:Chemistry Techniques, Synthetic; D003500:Cyclization; D005463:Fluoroacetates; D007462:Iodobenzenes; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D014269:Trifluoroacetic Acid / Q000737:chemistry
chemical_list: D005463:Fluoroacetates; D007462:Iodobenzenes; D010080:Oxazoles; C517666:phenyliodine(III) bis(trifluoroacetate); D014269:Trifluoroacetic Acid