5-bromo-N-phenyl-2-(pyridin-2-yl)benzamide | 1393520-16-5

• 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: 5-bromo-N-phenyl-2-(pyridin-2-yl)benzamide
• 英文别名: 5-bromo-N-phenyl-2-pyridin-2-ylbenzamide
• CAS: 1393520-16-5
• 化学式: C₁₈H₁₃BrN₂O
• 分子量: 353.218
• InChiKey: KQAQFDFOGHKAIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴苯硼酸 在 silver hexafluoroantimonate 、 四(三苯基膦)钯 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 sodium carbonate 、 乙腈 作用下， 以 乙醇 、 水 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 36.0h， 生成 5-bromo-N-phenyl-2-(pyridin-2-yl)benzamide
  参考文献：
  名称：

  Orthogonal Reactivity of Acyl Azides in C–H Activation: Dichotomy between C–C and C–N Amidations Based on Catalyst Systems

  摘要：

  The dual reactivity of acyl azides was utilized successfully in C-H activation by the choice of catalyst systems: while selective C-C amidation was achieved under thermal Rh catalysis, a Ru catalyst was found to mediate direct C-N amidation also highly selectively. Investigations of the mechanistic dichotomy between two catalytic systems are also presented.

  DOI：

  10.1021/ol500602b

文献信息

• Ru(II)-Catalyzed Amidation of 2-Arylpyridines with Isocyanates via C–H Activation
  作者：Krishnamoorthy Muralirajan、Kanniyappan Parthasarathy、Chien-Hong Cheng

  DOI：10.1021/ol302000a

  日期：2012.8.17

  An efficient Ru(II)-catalyzed amidation of 2-arylpyridines with isocyanates via C-H bond activation is described.
• Orthogonal Reactivity of Acyl Azides in C–H Activation: Dichotomy between C–C and C–N Amidations Based on Catalyst Systems
  作者：Kwangmin Shin、Jaeyune Ryu、Sukbok Chang

  DOI：10.1021/ol500602b

  日期：2014.4.4

  The dual reactivity of acyl azides was utilized successfully in C-H activation by the choice of catalyst systems: while selective C-C amidation was achieved under thermal Rh catalysis, a Ru catalyst was found to mediate direct C-N amidation also highly selectively. Investigations of the mechanistic dichotomy between two catalytic systems are also presented.