5-(3-trifluoromethylphenyl)-2-phenyloxazole | 1194628-28-8

• 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-(3-trifluoromethylphenyl)-2-phenyloxazole
• 英文别名: 2-phenyl-5-(3-(trifluoromethyl)phenyl)oxazole；2-Phenyl-5-[3-(trifluoromethyl)phenyl]-1,3-oxazole；2-phenyl-5-[3-(trifluoromethyl)phenyl]-1,3-oxazole
• CAS: 1194628-28-8
• 化学式: C₁₆H₁₀F₃NO
• 分子量: 289.257
• InChiKey: IVIRNCCRPRSDFN-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：

  间三氟甲基苯乙烯 、 苄胺 在 叔丁基过氧化氢 、 碘 作用下， 以 二甲基亚砜 为溶剂， 以80%的产率得到5-(3-trifluoromethylphenyl)-2-phenyloxazole
  参考文献：
  名称：

  TBHP / I 2-介导的多米诺氧化环合反应一锅法合成多取代的恶唑

  摘要：

  开发了一种简便的单罐，无过渡金属的多米诺骨牌工艺，用于合成恶唑。因此，通过t- BuOOH / I 2介导的多米诺氧化环化反应可以容易地在温和条件下从容易获得的起始原料合成多种多取代的恶唑。

  DOI：

  10.1021/ol1023085

文献信息

• Copper‐Catalyzed Oxidative Arylation of Heteroarenes under Mild Conditions Using Dioxygen as the Sole Oxidant
  作者：Fanzhi Yang、Zhaoqing Xu、Zhe Wang、Zhengkun Yu、Rui Wang

  DOI：10.1002/chem.201100136

  日期：2011.5.27

  Dioxy‐gently does it! A new copper‐catalyzed oxidative cross‐coupling reaction between heteroarenes and arylboronic esters has been developed. Uniformly high yields are obtained by using dioxygen as the sole oxidant under mild conditions (see scheme).

  强力地做到这一点！杂芳烃和芳基硼酸酯之间的铜催化氧化交叉偶联反应得到了发展。通过在温和的条件下使用双氧作为唯一的氧化剂，可获得一致的高收率（参见方案）。
• 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.
• TBHP/I₂-Mediated Domino Oxidative Cyclization for One-Pot Synthesis of Polysubstituted Oxazoles
  作者：Huanfeng Jiang、Huawen Huang、Hua Cao、Chaorong Qi

  DOI：10.1021/ol1023085

  日期：2010.12.3

  A facile type of one-pot, transition-metal-free domino process was developed for the synthesis of oxazoles. Thus, a variety of polysubstituted oxazoles were easily synthesized via t-BuOOH/I2-mediated domino oxidative cyclization from readily available starting materials under mild conditions.

  开发了一种简便的单罐，无过渡金属的多米诺骨牌工艺，用于合成恶唑。因此，通过t- BuOOH / I 2介导的多米诺氧化环化反应可以容易地在温和条件下从容易获得的起始原料合成多种多取代的恶唑。