(E)-ethyl 4-(2-chlorophenyl)-3-(1-(dimethylcarbamoyl)-1H-indol-2-yl)but-3-enoate | 1228117-89-2

• 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)-ethyl 4-(2-chlorophenyl)-3-(1-(dimethylcarbamoyl)-1H-indol-2-yl)but-3-enoate
• 英文别名: ethyl (E)-4-(2-chlorophenyl)-3-[1-(dimethylcarbamoyl)indol-2-yl]but-3-enoate
• CAS: 1228117-89-2
• 化学式: C₂₃H₂₃ClN₂O₃
• 分子量: 410.9
• InChiKey: LFKQPYFOCCUJTI-QGOAFFKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  51.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-ethyl 4-(2-chlorophenyl)-3-(1-(dimethylcarbamoyl)-1H-indol-2-yl)but-3-enoate 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 、 ethyl 4-(2-chlorophenyl)but-3-ynoate 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89%的产率得到(E)-ethyl 4-(2-chlorophenyl)-3-(1-(dimethylcarbamoyl)-1H-indol-2-yl)but-3-enoate
  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