Synthesis of 2-(trifluoromethyl)oxazoles from β-monosubstituted enamines via PhI(OCOCF3)2-mediated trifluoroacetoxylation and cyclization.

Synthesis of 2-(trifluoromethyl)oxazoles from β-monosubstituted enamines via PhI(OCOCF3)2-mediated trifluoroacetoxylation and cyclization.
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DOI:
10.1021/jo202070h
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发表时间:
2011-11
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Feifei Zhao;Xin Liu;Rui Qi;D. Zhang-Negrerie;Jianhui Huang;Yunfei Du;K. Zhao
Feifei Zhao;Xin Liu;Rui Qi;D. Zhang-Negrerie;Jianhui Huang;Yunfei Du;K. Zhao
中科院分区:
其他
文献类型:
--
作者:
Feifei Zhao;Xin Liu;Rui Qi;D. Zhang-Negrerie;Jianhui Huang;Yunfei Du;K. Zhao

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用苯基碘二(三氟乙酸酯)(PIFA)处理β-单取代胺可以得到各种4,5-二取代2-(三氟甲基)恶唑。这种方法允许将PIFA中的三氟甲基部分纳入最终产品,这可能是通过enamine底物的氧化β-三氟乙酰氧基化以及随后的分子内环化进行的。
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.