3-(2-azidophenyl)-8-methoxy-5-phenylquinoline | 173729-02-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(2-azidophenyl)-8-methoxy-5-phenylquinoline
• CAS: 173729-02-7
• 化学式: C₂₂H₁₆N₄O
• 分子量: 352.395
• InChiKey: KZACZAKMMXHGKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  36.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-azidophenyl)-8-methoxy-5-phenylquinoline 以 various solvent(s) 为溶剂， 反应 2.0h， 以73%的产率得到4-methoxy-1-phenyl-11H-indoloquinoline
  参考文献：
  名称：

  Substituted 8-Methoxyquinolines: Regioselective Bromination, Coupling Reactions and Cyclization to an 11H-Indolo[3,2-C]quinoline

  摘要：

  5,7-Disubstituted 8-methoxyquinolines were brominated at C-3 position. The palladium-catalyzed cross-coupling of obtained 3-bromoquinolines with phenylboric acids gave corresponding 3-arylquinolines from which a substituted 11H-indolo[3,2-c]quinoline could be synthesized.

  DOI：

  10.1080/00397919508011477
• 作为产物：
  描述：

  2-(2,2,2-三甲基乙酰氨基)苯硼酸 在 四(三苯基膦)钯 、 sodium azide 、 硫酸 、 potassium carbonate 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 79.5h， 生成 3-(2-azidophenyl)-8-methoxy-5-phenylquinoline
  参考文献：
  名称：

  Substituted 8-Methoxyquinolines: Regioselective Bromination, Coupling Reactions and Cyclization to an 11H-Indolo[3,2-C]quinoline

  摘要：

  5,7-Disubstituted 8-methoxyquinolines were brominated at C-3 position. The palladium-catalyzed cross-coupling of obtained 3-bromoquinolines with phenylboric acids gave corresponding 3-arylquinolines from which a substituted 11H-indolo[3,2-c]quinoline could be synthesized.

  DOI：

  10.1080/00397919508011477

文献信息

• Substituted 8-Methoxyquinolines: Regioselective Bromination, Coupling Reactions and Cyclization to an 11<i>H</i>-Indolo[3,2-C]quinoline
  作者：Francois Trécourt、Florence Mongin、Marc Mallet、Guy Quéguiner

  DOI：10.1080/00397919508011477

  日期：1995.12

  5,7-Disubstituted 8-methoxyquinolines were brominated at C-3 position. The palladium-catalyzed cross-coupling of obtained 3-bromoquinolines with phenylboric acids gave corresponding 3-arylquinolines from which a substituted 11H-indolo[3,2-c]quinoline could be synthesized.