(E)-N,N-dimethyl-2-(1-(thiophen-2-yl)hex-1-en-2-yl)-1H-indole-1-carboxamide | 1228117-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-N,N-dimethyl-2-(1-(thiophen-2-yl)hex-1-en-2-yl)-1H-indole-1-carboxamide
• 英文别名: N,N-dimethyl-2-[(E)-1-thiophen-2-ylhex-1-en-2-yl]indole-1-carboxamide
• CAS: 1228117-87-0
• 化学式: C₂₁H₂₄N₂OS
• 分子量: 352.5
• InChiKey: JOYAQRQXQBDBTI-JQIJEIRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-N,N-dimethyl-2-(1-(thiophen-2-yl)hex-1-en-2-yl)-1H-indole-1-carboxamide 在 水 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Intermolecular Hydroarylation of Alkynes

  摘要：

  The rhodium(III)-catalyzed hydroarylation of internal alkynes is described. Good yields are obtained for a variety of alkynes, and excellent regioselectivity is observed for unsymmetrically substituted alkynes. The reaction also gives good yields for a range of arenes. Preliminary mechanistic investigations suggest that this reaction proceeds through arene metalation with the cationic rhodium catalyst, which enables challenging intermolecular reactivity.

  DOI：

  10.1021/ja103080d
• 作为产物：
  描述：

  N,N-dimethyl-1H-indole-1-carboxamide 、 2-(hex-1-ynyl)thiophene 在 tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate 、 三甲基乙酰氯 作用下， 以 醋酸异丙酯 为溶剂， 反应 16.0h， 以97%的产率得到(E)-N,N-dimethyl-2-(1-(thiophen-2-yl)hex-1-en-2-yl)-1H-indole-1-carboxamide
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Intermolecular Hydroarylation of Alkynes

  摘要：

  The rhodium(III)-catalyzed hydroarylation of internal alkynes is described. Good yields are obtained for a variety of alkynes, and excellent regioselectivity is observed for unsymmetrically substituted alkynes. The reaction also gives good yields for a range of arenes. Preliminary mechanistic investigations suggest that this reaction proceeds through arene metalation with the cationic rhodium catalyst, which enables challenging intermolecular reactivity.

  DOI：

  10.1021/ja103080d

文献信息

• Rhodium(III)-Catalyzed Intermolecular Hydroarylation of Alkynes
  作者：Derek J. Schipper、Marieke Hutchinson、Keith Fagnou

  DOI：10.1021/ja103080d

  日期：2010.5.26

  The rhodium(III)-catalyzed hydroarylation of internal alkynes is described. Good yields are obtained for a variety of alkynes, and excellent regioselectivity is observed for unsymmetrically substituted alkynes. The reaction also gives good yields for a range of arenes. Preliminary mechanistic investigations suggest that this reaction proceeds through arene metalation with the cationic rhodium catalyst, which enables challenging intermolecular reactivity.