(4-chlorophenyl)(4-(4-chlorophenyl)-2-(trifluoromethyl)-oxazol-5-yl)methanone | 1346526-94-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-chlorophenyl)(4-(4-chlorophenyl)-2-(trifluoromethyl)-oxazol-5-yl)methanone
• 英文别名: (4-Chlorophenyl)-[4-(4-chlorophenyl)-2-(trifluoromethyl)-1,3-oxazol-5-yl]methanone
• CAS: 1346526-94-0
• 化学式: C₁₇H₈Cl₂F₃NO₂
• 分子量: 386.157
• InChiKey: BNUAUNXJLVZTFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-amino-1,3-bis(4-chlorophenyl)prop-2-en-1-one 、 [双(三氟乙酰氧基)碘]苯 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以46%的产率得到(4-chlorophenyl)(4-(4-chlorophenyl)-2-(trifluoromethyl)-oxazol-5-yl)methanone
  参考文献：
  名称：

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

  摘要：

  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.

  DOI：

  10.1021/jo202070h

文献信息

• Synthesis of 2-(Trifluoromethyl)oxazoles from β-Monosubstituted Enamines via PhI(OCOCF₃)₂-Mediated Trifluoroacetoxylation and Cyclization
  作者：Feifei Zhao、Xin Liu、Rui Qi、Daisy Zhang-Negrerie、Jianhui Huang、Yunfei Du、Kang Zhao

  DOI：10.1021/jo202070h

  日期：2011.12.16

  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.