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Synthesis of 2-(Trifluoromethyl)oxazoles from β-Monosubstituted Enamines via PhI(OCOCF3)2-Mediated Trifluoroacetoxylation and Cyclization

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posted on 22.02.2016, 11:21 by Feifei Zhao, Xin Liu, Rui Qi, Daisy Zhang-Negrerie, Jianhui Huang, Yunfei Du, Kang Zhao
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.