7,7'-dichloro-4H,4'H-2,2'-bithieno[3,2-b]indole | 1609211-32-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 7,7'-dichloro-4H,4'H-2,2'-bithieno[3,2-b]indole
• 英文别名: 7-chloro-2-(7-chloro-4H-thieno[3,2-b]indol-2-yl)-4H-thieno[3,2-b]indole
• CAS: 1609211-32-6
• 化学式: C₂₀H₁₀Cl₂N₂S₂
• 分子量: 413.351
• InChiKey: MBBLLPPBISVLMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N'-{(2,2'-bithiophene)-5,5'-diylbis(4-chloro-2,1-phenylene)}dipicolinamide 在 manganese(IV) oxide 、 copper diacetate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以75%的产率得到7,7'-dichloro-4H,4'H-2,2'-bithieno[3,2-b]indole
  参考文献：
  名称：

  Synthesis of Carbazoles by Copper-Catalyzed Intramolecular C–H/N–H Coupling

  摘要：

  A Cu-catalyzed intramolecular C-H amination for the synthesis of carbazoles has been developed. The key to success is the installation of the picolinamide-based directing group, which is spontaneously removed after the coupling event. The Cu catalysis proceeded smoothly under Pd- and I(III)-free conditions, and its mild oxidation aptitude enables the rapid and concise construction of heteroatom-incorporated carbazole core pi-systems.

  DOI：

  10.1021/ol501037j

文献信息

• Synthesis of Carbazoles by Copper-Catalyzed Intramolecular C–H/N–H Coupling
  作者：Kazutaka Takamatsu、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/ol501037j

  日期：2014.6.6

  A Cu-catalyzed intramolecular C-H amination for the synthesis of carbazoles has been developed. The key to success is the installation of the picolinamide-based directing group, which is spontaneously removed after the coupling event. The Cu catalysis proceeded smoothly under Pd- and I(III)-free conditions, and its mild oxidation aptitude enables the rapid and concise construction of heteroatom-incorporated carbazole core pi-systems.