2-(4-(trifluoromethyl)quinolin-2-yl)-4,5-dihydrooxazole | 1308265-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(4-(trifluoromethyl)quinolin-2-yl)-4,5-dihydrooxazole
• 英文别名: 2-[4-(Trifluoromethyl)quinolin-2-yl]-4,5-dihydro-1,3-oxazole；2-[4-(trifluoromethyl)quinolin-2-yl]-4,5-dihydro-1,3-oxazole
• CAS: 1308265-00-0
• 化学式: C₁₃H₉F₃N₂O
• 分子量: 266.222
• InChiKey: PJORSSFBIVCVPP-UHFFFAOYSA-N

物化性质

• 沸点：
  390.0±42.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-三氟甲基-2-羟基喹啉 在 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 、 potassium hydroxide 、 sodium hydroxide 、 三溴氧磷 作用下， 以 甲醇 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 18.25h， 生成 2-(4-(trifluoromethyl)quinolin-2-yl)-4,5-dihydrooxazole
  参考文献：
  名称：

  On the Mechanism of the Palladium-Catalyzed tert-Butylhydroperoxide-Mediated Wacker-Type Oxidation of Alkenes Using Quinoline-2-Oxazoline Ligands

  摘要：

  The mechanism of the tert-butylhydroperoxide-mediated, Pd(Quinox)-catalyzed Wacker-type oxidation was investigated to evaluate the hypothesis that a selective catalyst-controlled oxidation could be achieved by rendering the palladium coordinatively saturated using a bidentate amine ligand. The unique role of the Quinox ligand framework was probed via systematic ligand modifications. The modified ligands were evaluated through quantitative Hammett analysis, which supports a "push-pull" relationship between the electronically asymmetric quinoline and oxazoline ligand modules.

  DOI：

  10.1021/ja2017043

文献信息

• On the Mechanism of the Palladium-Catalyzed <i>tert</i>-Butylhydroperoxide-Mediated Wacker-Type Oxidation of Alkenes Using Quinoline-2-Oxazoline Ligands
  作者：Brian W. Michel、Laura D. Steffens、Matthew S. Sigman

  DOI：10.1021/ja2017043

  日期：2011.6.1

  The mechanism of the tert-butylhydroperoxide-mediated, Pd(Quinox)-catalyzed Wacker-type oxidation was investigated to evaluate the hypothesis that a selective catalyst-controlled oxidation could be achieved by rendering the palladium coordinatively saturated using a bidentate amine ligand. The unique role of the Quinox ligand framework was probed via systematic ligand modifications. The modified ligands were evaluated through quantitative Hammett analysis, which supports a "push-pull" relationship between the electronically asymmetric quinoline and oxazoline ligand modules.