2-((1H-indol-1-yl)methyl)quinoline | 1224442-65-2

• 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: 2-((1H-indol-1-yl)methyl)quinoline
• 英文别名: 2-(Indol-1-ylmethyl)quinoline
• CAS: 1224442-65-2
• 化学式: C₁₈H₁₄N₂
• 分子量: 258.323
• InChiKey: MLQZKBWAUAGQJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-((1H-indol-1-yl)methyl)quinoline 、 丙烯酸甲酯（MA） 在 copper diacetate 、 palladium diacetate 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 以53%的产率得到
  参考文献：
  名称：

  Observation of 2,7-Disubstitution in Palladium Catalysed Directed C-H Activation of Indoles

  摘要：

  In previous work, controlled C-H activation and catalytic Heck reaction at the 2-position of indole was demonstrated. This was achieved by means of a N-(2-pyridylmethyl) directing group. In the course of extending the initial observations it was discovered that the corresponding N-(1-isoquinolylmethyl)indole derivative was prone to a further oxidative Heck reaction giving rise to a 2,7-disubstituted product, which was characterised by NMR and X-ray analysis. The parent pyridine showed no tendency for a second substitution reaction at the indole 7-position, but the related N-(2-quinolylmethyl) derivative did. In the case of the corresponding 6-methylphenanthridinyl derivative, a novel oxidative C-C cleavage reaction was observed.

  DOI：

  10.3987/com-09-s(s)117