5-[4-(1,1-dimethylethyl)phenyl]-2-phenyloxazole | 90094-28-3

• 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-[4-(1,1-dimethylethyl)phenyl]-2-phenyloxazole
• 英文别名: 5-(4-tert-butylphenyl)-2-phenyl-1,3-oxazole
• CAS: 90094-28-3
• 化学式: C₁₉H₁₉NO
• 分子量: 277.366
• InChiKey: MNVOKBORFIKAMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-[(E)-2-(4-tert-butylphenyl)ethenyl]benzamide 在 N-甲基咪唑 、 copper dichloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以73%的产率得到5-[4-(1,1-dimethylethyl)phenyl]-2-phenyloxazole
  参考文献：
  名称：

  Copper(ii)-mediated oxidative cyclization of enamides to oxazoles

  摘要：

  报道了铜(II)介导的烯酰胺氧化环化反应生成噁唑的研究。通过从简单的酰胺和炔烃前体出发，采用两步法制备了多种2,5-二取代噁唑，产率为中等至良好。

  DOI：

  10.1039/c2ob25310k

文献信息

• A facile synthesis of 2,5-disubstituted oxazoles via a copper-catalyzed cascade reaction of alkenes with azides
  作者：Jiu-ling Li、Ying-chun Wang、Wei-ze Li、Heng-shan Wang、Dong-liang Mo、Ying-ming Pan

  DOI：10.1039/c5cc06487b

  日期：——

  A novel and efficient approach to 2,5-disubstituted oxazoles is developed via a 1,3-dipolar cycloaddition/ring cleavage/1,2-H migration/denitrogenation/copper-catalyzed aerobic oxidative dehydrogenative cyclization cascade. The desired products can be obtained from readily available...

  通过1，3-偶极环加成/环裂解/ 1,2-H迁移/脱氮/铜催化的好氧氧化脱氢环化级联反应，开发了一种新颖，有效的2,5-二取代恶唑方法。所需的产品可以从容易获得的产品中获得。
• 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.
• KRASOVITSKIJ, B. M.;LYSOVA, I. V.;AFANASIADI, L. SH., ZH. BCEC. XIM. O-BA, 1983, 28, N 6, 106-107
  作者：KRASOVITSKIJ, B. M.、LYSOVA, I. V.、AFANASIADI, L. SH.

  DOI：——

  日期：——