5-phenyl-2-(2-pyridyl)oxazole | 65846-46-0

• 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-phenyl-2-(2-pyridyl)oxazole
• 英文别名: 2-(5-Phenyl-1,3-oxazol-2-yl)pyridine；5-phenyl-2-pyridin-2-yl-1,3-oxazole
• CAS: 65846-46-0
• 化学式: C₁₄H₁₀N₂O
• 分子量: 222.246
• InChiKey: UYRSROPIHRQLBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-吡啶甲酰氯 在 吡啶 、 磷酸 、 乙酸酐 作用下， 生成 5-phenyl-2-(2-pyridyl)oxazole
  参考文献：
  名称：

  Oxazole Quaternary Salts¹

  摘要：

  DOI：

  10.1021/ja01590a048

文献信息

• Iodine catalysed intramolecular C(sp³)–H functionalization: synthesis of 2,5-disubstituted oxazoles from N-arylethylamides
  作者：Supravat Samanta、Ramachandra Reddy Donthiri、Milan Dinda、Subbarayappa Adimurthy

  DOI：10.1039/c5ra13441b

  日期：——

  Iodine catalyzed synthesis of 2,5-substituted oxazoles from N-arylethylamides through intramolecular C(sp³)–H functionalization under metal-free conditions is described.

  碘催化合成2,5-取代噁唑，通过金属无催化条件下的分子内C(sp3)–H官能化，从N-芳基乙酰胺中进行描述。
• Copper-Mediated Formally Dehydrative Biaryl Coupling of Azine <i>N</i>-Oxides and Oxazoles
  作者：Riko Odani、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/acs.joc.5b00037

  日期：2015.2.20

  coupling of azine N-oxides and oxazoles has been developed. The C–C bond-forming process proceeds, accompanied by the removal of the oxygen atom from the azine core, to directly afford the azine–oxazole biaryl linkage. Moreover, this system requires no noble transition metals such as palladium and rhodium, which are common promotors in the related dehydrogenative couplings with the azine N-oxide. Thus, the

  已经开发了一种铜介导的N-氮杂嗪和恶唑的形式上正式的脱水联芳基偶联。进行C–C键形成的过程，伴随着从嗪核心中除去氧原子，直接得到嗪-恶唑联芳基键。而且，该系统不需要贵族过渡金属，例如钯和铑，它们是与嗪N-氧化物相关的脱氢偶联中的常见促进剂。因此，本方案可以为药物和药物化学中备受关注的含嗪双杂芳基化合物提供独特且便宜的方法。
• CYCLOMETALATED TRANSITION METAL COMPLEXES FOR MULTIPLEX ANALYTE DETECTION
  申请人：Berkelman Thomas R.

  公开号：US20100144046A1

  公开（公告）日：2010-06-10

  A complex containing a transition metal ion and a plurality of donor ligands each of which is fully coordinated to the transition metal ion and is either a nitrogen donor ligand or a cyclometalated donor ligand, such that at least one of the donor ligands is a cyclometalated donor ligand bears one or more reactive groups connected to at least one of the donor ligands through a linker that includes a chain of four or more atoms. The linker offers advantages that make the complex particularly effective in labeling biomolecules and in multiplex analyses.

  本文描述了一种包含过渡金属离子和多种供体配体的复合物，每个供体配体都与过渡金属离子完全配位，并且是氮供体配体或环金属供体配体，至少一个供体配体是带有一个或多个反应基团的环金属供体配体，该反应基团通过一个包含四个或更多原子的链连接到至少一个供体配体上。该链连接提供了优势，使得该复合物在标记生物分子和多重分析中特别有效。
• 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。
• Direct C–H Bond Arylation of (Benzo)oxazoles with Aryl Chlorides Catalyzed by <i>N</i>-Heterocyclic Carbene–Palladium(II)–1-Methylimidazole Complex
  作者：Xiao-Bao Shen、Yun Zhang、Wen-Xin Chen、Zheng-Kang Xiao、Ting-Ting Hu、Li-Xiong Shao

  DOI：10.1021/ol500531m

  日期：2014.4.4

  The direct C-H bond arylation of (benzo)oxazoles with aryl chlorides was achieved catalyzed by a well-defined NHC-Pd(II)-Im complex. Under the optimal conditions, various aryl chlorides were successfully applied as the arylating reagents to achieve the 2-aryl (benzo)oxazoles in acceptable to high yields, providing a convenient and alternative method for the direct C-H bond arylation of (benzo)oxazoles and enriching the chemistry of the NHC-Pd(II) complex in organic synthesis.