5-(2-trifluoromethylphenyl)-2-phenyloxazole | 1194628-26-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-trifluoromethylphenyl)-2-phenyloxazole
• 英文别名: 2-Phenyl-5-[2-(trifluoromethyl)phenyl]-1,3-oxazole
• CAS: 1194628-26-6
• 化学式: C₁₆H₁₀F₃NO
• 分子量: 289.257
• InChiKey: AUGGYWCDVHYDFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  nitromethyl 2-trifluoromethylphenyl ketone 、 原苯甲酸三甲酯 在 indium 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以73%的产率得到5-(2-trifluoromethylphenyl)-2-phenyloxazole
  参考文献：
  名称：

  Indium-mediated one-pot synthesis of benzoxazoles or oxazoles from 2-nitrophenols or 1-aryl-2-nitroethanones

  摘要：

  One-pot reduction-triggered heterocyclizations from 2-nitrophenols to benzoxazoles and from 1-aryl-2-nitroethanones to oxazoles were investigated. In the presence of indium/AcOH in benzene at reflux, 2-nitrophenols and R-C(OMe)(3) (R=H, Me, Ph) produced excellent yields of corresponding benzoxazoles within an hour. Similarly, 1-aryl-2-nitroethanones and Ph-C(OMe)(3) in the presence of indiurn/AcOH in acetonitrile transformed into the corresponding oxazoles with good yields. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.059

文献信息

• Electrochemical construction of 2,5-diaryloxazoles via N–H and C(sp3)-H functionalization
  作者：Tong Li、Leping Pan、Yan Zhang、Jihu Su、Kai Li、Kuiliang Li、Hu Chen、Qi Sun、Zhiyong Wang

  DOI：10.1016/j.cclet.2023.108897

  日期：2024.4

  An efficient NH and C(sp)-H functionalization of aryl ketones with benzylamines/amino acids was developed under mild conditions by virtue of anodic oxidation. A variety of functionalized 2,5-diaryloxazoles were obtained with good to excellent yields. Moreover, some important natural products can be prepared by this method. The reaction features a broad substrate scope, scalability, metal-free and chemical

  通过阳极氧化，在温和条件下开发了芳基酮与苄胺/氨基酸的有效 NH 和 C(sp)-H 官能化。以良好至优异的收率获得了多种官能化的2,5-二芳基恶唑。此外，一些重要的天然产物可以通过该方法制备。该反应具有底物范围广、可扩展、无金属、无化学氧化剂等特点。
• Indium-mediated one-pot synthesis of benzoxazoles or oxazoles from 2-nitrophenols or 1-aryl-2-nitroethanones
  作者：Jung June Lee、Jihye Kim、Young Moo Jun、Byung Min Lee、Byeong Hyo Kim

  DOI：10.1016/j.tet.2009.08.059

  日期：2009.10

  One-pot reduction-triggered heterocyclizations from 2-nitrophenols to benzoxazoles and from 1-aryl-2-nitroethanones to oxazoles were investigated. In the presence of indium/AcOH in benzene at reflux, 2-nitrophenols and R-C(OMe)(3) (R=H, Me, Ph) produced excellent yields of corresponding benzoxazoles within an hour. Similarly, 1-aryl-2-nitroethanones and Ph-C(OMe)(3) in the presence of indiurn/AcOH in acetonitrile transformed into the corresponding oxazoles with good yields. (c) 2009 Elsevier Ltd. All rights reserved.