2-(4-methylpyridin-2-yl)benzo[d]oxazole | 64819-73-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-(4-methylpyridin-2-yl)benzo[d]oxazole
• 英文别名: 2-(4'-methyl-2'-pyridyl)benzoxazole；2-(4-methyl-pyridin-2-yl)-benzooxazole；Benzoxazole, 2-(4-methyl-2-pyridinyl)-；2-(4-methylpyridin-2-yl)-1,3-benzoxazole
• CAS: 64819-73-4
• 化学式: C₁₃H₁₀N₂O
• 分子量: 210.235
• InChiKey: PXOBVXJKKCHYGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  zinc(II) chloride 、 2-(4-methylpyridin-2-yl)benzo[d]oxazole 以 not given 为溶剂， 生成 Zn(2-(4'-methyl,2'-pyridyl)benzoxazole)Cl2
  参考文献：
  名称：

  IIB类金属氯化物与某些2-（甲基吡啶基或-喹啉基）苯并-X-唑类的配合物

  摘要：

  摘要制备了由Zn（II），Cd（II）和Hg（II）氯化物与苯并咪唑，苯并恶唑和苯并噻唑与4-甲基吡啶和4-甲基喹啉连接的配合物，并通过化学分析，红外光谱和电导率数据进行了表征。研究了这些配体对金属盐的配位行为和所得配合物的立体化学。

  DOI：

  10.1016/s0020-1693(00)82532-3
• 作为产物：
  描述：

  4-甲基吡啶-2-甲酸 、 2-氨基苯酚 在 PPA 作用下， 生成 2-(4-methylpyridin-2-yl)benzo[d]oxazole
  参考文献：
  名称：

  Barni,E.; Savarino,P., Journal of Heterocyclic Chemistry, 1977, vol. 14, p. 937 - 940

  摘要：

  DOI：

文献信息

• Regiodivergent Cross-Dehydrogenative Coupling of Pyridines and Benzoxazoles: Discovery of Organic Halides as Regio-Switching Oxidants
  作者：Shuya Yamada、Kei Murakami、Kenichiro Itami

  DOI：10.1021/acs.orglett.6b00932

  日期：2016.5.20

  regio-divergent heterocyclic CDCs is considered crucial. In this Letter, the unprecedented use of organic halides as an oxidant to achieve the CDC reaction of pyridines and benzoxazoles with palladium catalyst is described. Moreover, the regioselectivity of the pyridine functionalization site can be controlled by the choice of organic halides.

  两种未官能化的杂芳烃的交叉脱氢偶联（CDC）已被认为是合成特权杂二芳基支架的理想转化。然而，除其他键外，特定的两个杂环CH键之间的区域选择性激活和转化一直是极富挑战性的。因此，发现新的控制元件以实现区域控制和区域发散的杂环CDC被认为是至关重要的。在这封信中，描述了前所未有地使用有机卤化物作为氧化剂来实现吡啶和苯并恶唑与钯催化剂的CDC反应。此外，可以通过选择有机卤化物来控制吡啶官能化位点的区域选择性。
• Synthesis, Electrochemical and Electrogenerated Chemiluminescence Studies of Ruthenium(II) Bis(2,2′‐bipyridyl){2‐(4‐methylpyridin‐2‐yl)benzo[ <i>d</i> ]‐X‐azole} Complexes
  作者：Roberto Gobetto、Giuseppe Caputo、Claudio Garino、Simona Ghiani、Carlo Nervi、Luca Salassa、Edward Rosenberg、J. B. Alexander Ross、Guido Viscardi、Gianmario Martra、Ivana Miletto、Marco Milanesio

  DOI：10.1002/ejic.200600099

  日期：2006.7

  one-electron oxidation process that are chemically and electrochemically reversible. In all cases, electrogenerated chemiluminescence (ECL) has been observed in the presence of the co-reactant tri-n-propylamine (TPA). An analogue of 1 has been synthesized, [RuIIbis(bipyridyl)2-(4-methylpyridin-2-yl)benzo[d]-X-azole}](PF6)2 [X = N(CH2)5CO2H, 4], it has been coupled with bovine serum albumin (BSA), and

  [RuIIbis(bipyridyl)2-(4-methylpyridin-2-yl)benzo[d]-X-azole}](PF6)2 (X = N–CH3, 1; S, 2;或 O, 3) 已被合成并通过质子和 13C NMR 光谱和 UV/Vis 光谱充分表征。还报告了 1 的 X 射线结构。已经研究了 1-3 的电化学行为和光物理性质。循环伏安法 (CV) 揭示了三个连续的单电子还原过程和一个单电子氧化过程的存在，这些过程在化学和电化学上都是可逆的。在所有情况下，在共反应物三正丙胺 (TPA) 存在下都观察到了电致化学发光 (ECL)。已合成 1 的类似物，[RuIIbis(bipyridyl)2-(4-methylpyridin-2-yl)benzo[d]-X-azole}](PF6)2 [X = N(CH2)5CO2H, 4] , 它已与牛血清白蛋白 (BSA) 结合，并研究了其光物理特性。(©
• Luminescent Compounds Having a Functionalized Linker Arm Used in the Bioconjugation and Labeling of Biomolecules
  申请人：Caputo Giuseppe

  公开号：US20070231818A1

  公开（公告）日：2007-10-04

  The present invention relates to luminescent compounds having a functionalised linker arm, their synthesis and use in bioconjugation and labelling of biomolecules, such as for example nucleosides, nucleotides, nucleic acids (DNA, RNA or PNA) and proteins, as well as their use in the execution of in vitro and in vivo analytic and diagnostic assays.

  本发明涉及具有功能化连接臂的发光化合物，它们的合成以及在生物共轭和生物分子标记中的应用，例如核苷、核苷酸、核酸（DNA、RNA或PNA）和蛋白质，以及它们在体外和体内分析和诊断检测中的应用。
• Photophysical properties and computational investigations of tricarbonylrhenium(I)[2-(4-methylpyridin-2-yl)benzo[d]-X-azole]L and tricarbonylrhenium(I)[2-(benzo[d]-X-azol-2-yl)-4-methylquinoline]L derivatives (X=N–CH3, O, or S; L=Cl−, pyridine)
  作者：Andrea Albertino、Claudio Garino、Simona Ghiani、Roberto Gobetto、Carlo Nervi、Luca Salassa、Edward Rosenberg、Ayesha Sharmin、Guido Viscardi、Roberto Buscaino、Gianluca Croce、Marco Milanesio

  DOI：10.1016/j.jorganchem.2006.11.004

  日期：2007.2

  We report a combined experimental and computational study of new rhenium tricarbonyl complexes based on the bidentate heterocyclic N-N ligands 2-(4-methylpyridin-2-yl)benzo[d]-X-azole (X = N-CH3, O, or S) and 2-(benzo[d]-X-azol-2-yl)-4-methylquinoline (X = N-CH3, O, or S). Two sets of complexes are reported. Chloro complexes, described by the general formula Re(CO)(3)[2-(4-methylpyridin-2-yl)benzo[d]-X-azole]Cl (X = N-CH3, 1; X = 0, 2; X = S, 3) and Re(CO)3[2-(benzo[c -X-azol-2-yl)-4-methylquinoline]Cl (X = N-CH3, 4; X = O, 5; X = S, 6) were synthesized heating at reflux Re(CO)(5)Cl with the appropriate N-N ligand in toluene. The corresponding pyridine set Re(CO)(3)[2-(4-methylpyridin-2-yl)benzo-X-azole]py}PF6 (X = N-CH3, 7; X = O, 8; X = S, 9) and (Re(CO)(3)[2-(benzo[d]-X-azol-2-yl)-4-methylquinoline]py)PF6(X = N-CH3, 10; X = O, 11; X = S, 12) was synthesized by halide abstraction with silver nitrate of 1-6 followed by heating in pyridine and isolated as their hexafluorophosphate salts. All complexes have been fully characterized by IR, NMR, electrochemical techniques and luminescence. The crystal structures of I and 7 were obtained by X-ray diffraction. DFT and time-dependent (TD) DFT calculations were carried out for investigating the effect of the organic ligand on the optical properties and electronic structure of the reported complexes. (C) 2006 Elsevier B.V. All rights reserved.
• LUMINESCENT COMPOUNDS HAVING A FUNCTIONALISED LINKER ARM USED IN THE BIOCONJUGATION AND LABELLING OF BIOMOLECULES
  申请人：Caputo, Giuseppe

  公开号：EP1759204B1

  公开（公告）日：2008-11-26

表征谱图