ethyl N-(4'-cyanobiphenyl-4-yl)-5-formylpyrrole-3-glyoxalate

• 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: ethyl N-(4'-cyanobiphenyl-4-yl)-5-formylpyrrole-3-glyoxalate
• 英文别名: Ethyl 2-[1-[4-(4-cyanophenyl)phenyl]-5-formylpyrrol-3-yl]-2-oxoacetate
• 化学式: C₂₂H₁₆N₂O₄
• 分子量: 372.38
• InChiKey: ONNRYKATYQPSEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(4-溴苯基)苯甲腈 在 吡啶 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium periodate 、 copper diacetate 、 air 、 ammonium acetate 、 potassium acetate 作用下， 以 二氯甲烷 、 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 108.0h， 生成 ethyl N-(4'-cyanobiphenyl-4-yl)-5-formylpyrrole-3-glyoxalate
  参考文献：
  名称：

  Facile Synthesis of N-Aryl Pyrroles via Cu(II)-Mediated Cross Coupling of Electron Deficient Pyrroles and Arylboronic Acids

  摘要：

  N-Arylation of electron-deficient pyrroles has been achieved by cross-coupling with arylboronic acids at room temperature in the presence of stoichiometric amounts of copper(II) acetate. The generality of this reaction has been established with variously substituted pyrroles as well as boronic acids. A key intermediate in the synthesis of a matrix metalloprotease inhibitor has been acheived using this methodology.

  DOI：

  10.1021/jo016131f

文献信息

• Facile Synthesis of N-Aryl Pyrroles via Cu(II)-Mediated Cross Coupling of Electron Deficient Pyrroles and Arylboronic Acids
  作者：Shu Yu、James Saenz、Jayaram K. Srirangam

  DOI：10.1021/jo016131f

  日期：2002.3.1

  N-Arylation of electron-deficient pyrroles has been achieved by cross-coupling with arylboronic acids at room temperature in the presence of stoichiometric amounts of copper(II) acetate. The generality of this reaction has been established with variously substituted pyrroles as well as boronic acids. A key intermediate in the synthesis of a matrix metalloprotease inhibitor has been acheived using this methodology.