(4-aminophenyl)(9H-carbazol-9-yl)methanone | 314047-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (4-aminophenyl)(9H-carbazol-9-yl)methanone
• 英文别名: (4-Amino-phenyl)-carbazol-9-yl-methanone；(4-aminophenyl)-carbazol-9-ylmethanone
• CAS: 314047-37-5
• 化学式: C₁₉H₁₄N₂O
• 分子量: 286.333
• InChiKey: RDVKOJMUJGOOAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氨基苯甲酰胺 、 2,2-二碘代联苯 在 copper(l) iodide 、 potassium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 甲苯 为溶剂， 以65%的产率得到(4-aminophenyl)(9H-carbazol-9-yl)methanone
  参考文献：
  名称：

  Copper-catalyzed synthesis of five-membered heterocycles via double C–N bond formation: an efficient synthesis of pyrroles, dihydropyrroles, and carbazoles

  摘要：

  An efficient copper-catalyzed double C-N bond forming reaction using diiodides and nitrogen-centered nucleophiles including amides and carbamates is reported. The reactions proceed to afford di- or tri-substituted N-acylpyrroles, dihydropyrroles, and carbazoles in good to excellent yields when different such as 1,4-diiodo-1,3-butadienes, 1,4-dihalobut-1-enes, and 2,2'-diiodobiphenyls were employed, respectively. It is crucial to use CuI as the catalyst with the assistance of proper base and diamine ligand. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.075

文献信息

• Copper-catalyzed synthesis of five-membered heterocycles via double C–N bond formation: an efficient synthesis of pyrroles, dihydropyrroles, and carbazoles
  作者：Ende Li、Xiaobing Xu、Hongfeng Li、Huimin Zhang、Xiaolei Xu、Xiyuan Yuan、Yanzhong Li

  DOI：10.1016/j.tet.2009.08.075

  日期：2009.10

  An efficient copper-catalyzed double C-N bond forming reaction using diiodides and nitrogen-centered nucleophiles including amides and carbamates is reported. The reactions proceed to afford di- or tri-substituted N-acylpyrroles, dihydropyrroles, and carbazoles in good to excellent yields when different such as 1,4-diiodo-1,3-butadienes, 1,4-dihalobut-1-enes, and 2,2'-diiodobiphenyls were employed, respectively. It is crucial to use CuI as the catalyst with the assistance of proper base and diamine ligand. (C) 2009 Elsevier Ltd. All rights reserved.