1-(adamantan-1-yl)-3-phenyl-1H-indole | 1037740-04-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(adamantan-1-yl)-3-phenyl-1H-indole
• 英文别名: 1-(1-Adamantyl)-3-phenylindole；1-(1-adamantyl)-3-phenylindole
• CAS: 1037740-04-7
• 化学式: C₂₄H₂₅N
• 分子量: 327.469
• InChiKey: LQHNAENXQTZVPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-(2-bromophenyl)-2-phenylacetaldehyde 在 copper(l) iodide 、 K₃PO₄ 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 1-(adamantan-1-yl)-3-phenyl-1H-indole
  参考文献：
  名称：

  Indoles Synthesized from Amines via Copper Catalysis

  摘要：

  N-Substituted indoles are synthesized from primary amines through a tandem reaction sequence. Initial condensation of the amine with an alpha-(o-haloaryl)ketone or aldehyde is followed by intramolecular aryl amination catalyzed by CuI. A variety of anilines and alkyl amines, including those with significant steric demands, are converted to indoles in high yields and with varying indole substitution.

  DOI：

  10.1021/ol400444g

文献信息

• Indoles Synthesized from Amines via Copper Catalysis
  作者：Ronald Besandre、Miguel Jaimes、Jeremy A. May

  DOI：10.1021/ol400444g

  日期：2013.4.5

  N-Substituted indoles are synthesized from primary amines through a tandem reaction sequence. Initial condensation of the amine with an alpha-(o-haloaryl)ketone or aldehyde is followed by intramolecular aryl amination catalyzed by CuI. A variety of anilines and alkyl amines, including those with significant steric demands, are converted to indoles in high yields and with varying indole substitution.