2-(4'-methoxy-3-methyl-[1,1'-biphenyl]-2-yl)-4,5-dihydrooxazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4'-methoxy-3-methyl-[1,1'-biphenyl]-2-yl)-4,5-dihydrooxazole
• 英文别名: 2-[2-(4-Methoxyphenyl)-6-methylphenyl]-4,5-dihydro-1,3-oxazole
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: QKXFNBPAGFMBDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯苯甲醚 、 2-(o-tolyl)-4,5-dihydrooxazole 在 cobalt acetylacetonate 、 1,3-二环己基氯化咪唑 、 环己氯化镁 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 16.08h， 以73%的产率得到2-(4'-methoxy-3-methyl-[1,1'-biphenyl]-2-yl)-4,5-dihydrooxazole
  参考文献：
  名称：

  通过芳族和烷基氯化物的亚硝酸盐辅助的钴催化的CH功能化

  摘要：

  包含廉价的乙酰丙酮钴（II）[Co（acac）2 ]和N-杂环卡宾（NHC）配体的催化体系能够通过恶唑啉辅助实现多种CH芳基化反应。广泛适用的低价钴催化剂具有广泛的底物范围，甚至证明适用于具有挑战性的含β-氢的伯和仲烷基氯的CH烷基化反应。钴催化的CH芳基化协议的功能尤其体现在室温下23°C的CH H的活化以及高效的后期多样化，从而获得了具有生物活性的联芳基。

  DOI：

  10.1002/adsc.201600384

文献信息

• Single-Component Phosphinous Acid Ruthenium(II) Catalysts for Versatile C−H Activation by Metal-Ligand Cooperation
  作者：Daniel Zell、Svenja Warratz、Dmitri Gelman、Simon J. Garden、Lutz Ackermann

  DOI：10.1002/chem.201504851

  日期：2016.1.22

  Well‐defined ruthenium(II) phosphinous acid (PA) complexes enabled chemo‐, site‐, and diastereoselective C−H functionalization of arenes and alkenes with ample scope. The outstanding catalytic activity was reflected by catalyst loadings as low as 0.75 mol %, and the most step‐economical access reported to date to angiotensin II receptor antagonist blockbuster drugs. Mechanistic studies indicated a

  明确定义的次膦酸亚膦酸钌（II）配合物可在广泛的范围内实现芳烃和烯烃的化学，位点和非对映选择性CH功能化。低至0.75 mol％的催化剂载量反映了其出色的催化活性，并且据报道是迄今为止获得血管紧张素II受体拮抗剂重磅炸弹药物最省钱的途径。机理研究表明，通过单电子转移（SET）型基本过程可发生动力学相关的C-X裂解，并为PA辅助的C-H钌化步骤提供了证据。
• Photo‐Induced Ruthenium‐Catalyzed C−H Arylations at Ambient Temperature
  作者：Korkit Korvorapun、Julia Struwe、Rositha Kuniyil、Agnese Zangarelli、Anna Casnati、Marjo Waeterschoot、Lutz Ackermann

  DOI：10.1002/anie.202003035

  日期：2020.10.5

  Ambient temperature ruthenium‐catalyzed C−H arylations were accomplished by visible light without additional photocatalysts. The robustness of the ruthenium‐catalyzed C−H functionalization protocol was reflected by a broad range of sensitive functional groups and synthetically useful pyrazoles, triazoles and sensitive nucleosides and nucleotides, as well as multifold C−H functionalizations. Biscyclometalated

  环境温度钌催化的 C−H 芳基化反应是通过可见光完成的，无需额外的光催化剂。钌催化的 C−H 官能化方案的稳健性体现在广泛的敏感官能团和合成上有用的吡唑、三唑和敏感核苷和核苷酸，以及多重 C−H 官能化。通过详细的计算和实验机理分析，双环金属化钌配合物被确定为光氧化还原钌催化中的关键中间体。计算表明，原位形成的光活性钌物质优选经历内球电子转移。
• Assisted Ruthenium-Catalyzed C−H Bond Activation: Carboxylic Acids as Cocatalysts for Generally Applicable Direct Arylations in Apolar Solvents
  作者：Lutz Ackermann、Rubén Vicente、Andreas Althammer

  DOI：10.1021/ol800773x

  日期：2008.6.5

  Catalytic amounts of aromatic carboxylic acid MesCO H enabled efficient ruthenium-catalyzed direct arylations in apolar solvents with unparalleled broad scope via a concerted deprotonation-metalation mechanism.

  催化量的芳族羧酸MesCO H通过一致的去质子化-金属化机理在无极性溶剂中实现了钌催化的直接芳基化，具有无与伦比的广泛范围。
• [RuCl₃(H₂O)_n]-Catalyzed Direct Arylations with Bromides as Electrophiles
  作者：Lutz Ackermann、Andreas Althammer、Robert Born

  DOI：10.1055/s-2007-990838

  日期：——

  Catalytic amounts of [RuCl3(H2O)n] allow for direct ­arylations via C-H bond functionalization with aryl bromides, ­bearing a variety of important functional groups.

  催化量的[RuCl3(H2O)n]可以通过 C-H 键官能化直接与芳基溴化物发生芳基化反应，芳基溴化物含有多种重要的官能团。
• [RuCl3(H2O)n]-catalyzed direct arylations
  作者：Lutz Ackermann、Andreas Althammer、Robert Born

  DOI：10.1016/j.tet.2008.01.050

  日期：2008.6

  Catalytic amounts of economically attractive [RuCl3(H2O)(n)] allow for direct arylations via C-H bond functionalization with aryl bromides under phosphine ligand-free reaction conditions. Thereby, a variety of functionalized (hetero)aryl bromides, bearing either electron-withdrawing or electron-releasing substituents, can be employed for direct arylations of pyridine, oxazoline, pyrazole, or ketimine derivatives as pronucleophiles. (C) 2008 Elsevier Ltd. All rights reserved.