5-nitrobiphenyl-2-carboxamide | 1370411-30-5

• 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-nitrobiphenyl-2-carboxamide
• 英文别名: 4-Nitro-2-phenylbenzamide
• CAS: 1370411-30-5
• 化学式: C₁₃H₁₀N₂O₃
• 分子量: 242.234
• InChiKey: IJOBFXFLOFVPHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  碘苯 、 对硝基苯甲酰胺 在 palladium diacetate 、 silver(l) oxide 作用下， 以 溶剂黄146 为溶剂， 反应 72.0h， 以33%的产率得到5-nitrobiphenyl-2-carboxamide
  参考文献：
  名称：

  Palladium-Catalyzed Ortho-Arylation of Benzamides via Direct sp²C–H Bond Activation

  摘要：

  The palladium-catalyzed ortho-arylation of benzamides by aryl iodides has been demonstrated with the simplest amide CONH2 as a directing group for the first time. This protocol can be applied to various benzamides and aryl iodides with both electron-donating and electron-withdrawing groups. In addition, the synthesized biphenyl-2-carboxamides can be further transformed to other biphenyl derivatives such as nitriles, carboxylic acids, carbamates, and amines.

  DOI：

  10.1021/jo300126n

文献信息

• Palladium-Catalyzed Ortho-Arylation of Benzamides via Direct sp²C–H Bond Activation
  作者：Dan-Dan Li、Ting-Ting Yuan、Guan-Wu Wang

  DOI：10.1021/jo300126n

  日期：2012.4.6

  The palladium-catalyzed ortho-arylation of benzamides by aryl iodides has been demonstrated with the simplest amide CONH2 as a directing group for the first time. This protocol can be applied to various benzamides and aryl iodides with both electron-donating and electron-withdrawing groups. In addition, the synthesized biphenyl-2-carboxamides can be further transformed to other biphenyl derivatives such as nitriles, carboxylic acids, carbamates, and amines.