4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 24, Pages 10338-10344

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo202070h

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Funding

  1. National Natural Science Foundation of China [20802048, 21072148]

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Treatment of beta-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 beta-trifluoroacetoxylation of the enamine substrates followed by subsequent intramolecular cyclization.

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