4-(4'-methylbiphenyl-3-yl)morpholine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(4'-methylbiphenyl-3-yl)morpholine
• 英文别名: 4-[3-(4-Methylphenyl)phenyl]morpholine
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: GQQZNTXNFXODNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3-Morpholin-4-ylphenyl) 4-methylbenzenesulfonate 、 对甲苯基三甲基硅烷 在 dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl 、 四丁基氟化铵 、 palladium diacetate 作用下， 以 四氢呋喃 为溶剂， 以81%的产率得到4-(4'-methylbiphenyl-3-yl)morpholine
  参考文献：
  名称：

  钯催化的芳基芳烃磺酸盐与芳基硅烷的 Hiyama 交叉偶联

  摘要：

  描述了钯催化的芳基芳烃磺酸酯与芳基硅烷的高效 Hiyama 交叉偶联反应。所需的碳-碳键形成在温和条件下进行，具有良好的官能团耐受性。

  DOI：

  10.1021/ja804672m

文献信息

• Rhodium/N-Heterocyclic Carbene-Catalyzed Cross-Couplings of Aryl Arenesulfonates with Arylboronic Acids
  作者：Liang Zhang、Jie Wu

  DOI：10.1002/adsc.200800414

  日期：2008.10.6

  The combination of rhodium(I) and N-hetercyclic carbenes (NHC) was found to be effective as a catalyst for cross-coupling reactions of aryl arenesulfonates with arylboronic acids, which gave rise to the desired biaryl compounds in good yields.

  发现铑（I）和N-杂环卡宾（NHC）的组合有效用作芳基芳磺酸酯与芳基硼酸的交叉偶联反应的催化剂，其以良好的产率产生了所需的联芳基化合物。
• Pd-catalyzed amination in a polar medium: rate enhancement, convenient product isolation, and tandem Suzuki cross-coupling
  作者：Shaun R. Stauffer、Melissa A. Steinbeiser

  DOI：10.1016/j.tetlet.2005.02.095

  日期：2005.4

  A catalytic system utilizing a polar medium for the Pd-catalyzed amination reaction is described. This system utilizes Pd[P(t-Bu)(3)](2) and a weak base and displays a modest rate enhancement compared to similar existing protocols. Significant functional group tolerance is observed in both amine and aryl halide, including carboxylates, carbamates, nitriles, amides, and esters. Product isolation after filtration and automated reverse-phase chromatography readily permits parallel synthetic approaches if desired. (c) 2005 Elsevier Ltd. All rights reserved.
• Palladium-Catalyzed Suzuki−Miyaura Cross-Couplings of Aryl Tosylates with Potassium Aryltrifluoroborates
  作者：Liang Zhang、Tianhao Meng、Jie Wu

  DOI：10.1021/jo7019064

  日期：2007.11.1

  [Graphics]Pd-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl tosylates with potassium aryl trifluoroborate in the presence of bulky and electron-rich phosphine ligand is described. In addition, a useful chemoselective coupling of an aryl chloride in the presence of a tosyloxy group was demonstrated.