4-(6-methyl-[1,1′-biphenyl]-2-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-(6-methyl-[1,1′-biphenyl]-2-yl)morpholine
• 英文别名: 4-(3-Methyl-2-phenylphenyl)morpholine；4-(3-methyl-2-phenylphenyl)morpholine
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: BPQYHRXODFXBQA-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：

  吗啉-4-基苯甲酸酯 、 2-碘代甲苯 、 苯硼酸频哪醇酯 在 三(2-呋喃基)膦 、 norbornene 、 palladium diacetate 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 5.17h， 以93%的产率得到4-(6-methyl-[1,1′-biphenyl]-2-yl)morpholine
  参考文献：
  名称：

  Synthesis of Biaryl Tertiary Amines through Pd/Norbornene Joint Catalysis in a Remote C–H Amination/Suzuki Coupling Reaction

  摘要：

  Here, we report on an efficient palladium/norbornene-catalyzed domino reaction of aryl halide, O-acyl hydroxylamine (R1R2N-OBz), and aromatic pinacol boronate (R-Bpin), selectively affording a series of biaryl tertiary amines in good to high yields with excellent functional group tolerance. This catalytic reaction provides a new opportunity for the convergent synthesis of biaryl amines from easily accessible starting materials.

  DOI：

  10.1021/jo501544h

文献信息

• Synthesis of Biaryl Tertiary Amines through Pd/Norbornene Joint Catalysis in a Remote C–H Amination/Suzuki Coupling Reaction
  作者：Changqing Ye、Hui Zhu、Zhiyuan Chen

  DOI：10.1021/jo501544h

  日期：2014.9.19

  Here, we report on an efficient palladium/norbornene-catalyzed domino reaction of aryl halide, O-acyl hydroxylamine (R1R2N-OBz), and aromatic pinacol boronate (R-Bpin), selectively affording a series of biaryl tertiary amines in good to high yields with excellent functional group tolerance. This catalytic reaction provides a new opportunity for the convergent synthesis of biaryl amines from easily accessible starting materials.