2-(1-methylindol-2-yl)quinoline | 30696-15-2

• 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-(1-methylindol-2-yl)quinoline
• 英文别名: 1-Methyl-2-(chinolyl-2)indol；1-Methyl-2-(chinolin-2-yl)indol；1-Methyl-2-(2-Chinolyl)indol；2-(1-Methyl-2-indolyl)chinolin；2-(1-Methyl-indol-2-yl)-chinolin；2-(1-Methyl-1H-indol-2-yl)quinoline
• CAS: 30696-15-2
• 化学式: C₁₈H₁₄N₂
• 分子量: 258.323
• InChiKey: KYTZNFPUPJKZDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  1
• 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

• 作为产物：
  描述：

  2-氯喹啉 、 1-甲基吲哚-2-硼酸频那醇酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 4,5-dimethyl-3-(2-phenoxyphenyl)-1-(2,4,6-trimethylbenzyl)imidazolium chloride 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以95%的产率得到2-(1-methylindol-2-yl)quinoline
  参考文献：
  名称：

  Ether-Imidazolium Carbenes for Suzuki–Miyaura Cross-Coupling of Heteroaryl Chlorides with Aryl/Heteroarylboron Reagents

  摘要：

  Easily accessible and handled ether-imidazolium chlorides were developed as ligand precursors. The coupling reactions of heteroaryl chlorides with aryl/heteroarylboronic acids and esters were catalyzed by the palladium/ether-imidazolium chloride system with high substrate tolerance to give various heterobiaryls in good to excellent yields.

  DOI：

  10.1021/ol4010189

文献信息

• Metalation of Indole, N-Methylindole and N-Phenylindole with n-Butyllithium^1a
  作者：David A. Shirley、Philip A. Roussel

  DOI：10.1021/ja01098a035

  日期：1953.1
• Ether-Imidazolium Carbenes for Suzuki–Miyaura Cross-Coupling of Heteroaryl Chlorides with Aryl/Heteroarylboron Reagents
  作者：Masami Kuriyama、Seira Matsuo、Mina Shinozawa、Osamu Onomura

  DOI：10.1021/ol4010189

  日期：2013.6.7

  Easily accessible and handled ether-imidazolium chlorides were developed as ligand precursors. The coupling reactions of heteroaryl chlorides with aryl/heteroarylboronic acids and esters were catalyzed by the palladium/ether-imidazolium chloride system with high substrate tolerance to give various heterobiaryls in good to excellent yields.