(E)-3-(1,2-dimethyl-1H-indol-3-yl)-1-phenylpropenone | 1427308-77-7

• 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)-3-(1,2-dimethyl-1H-indol-3-yl)-1-phenylpropenone
• 英文别名: (2E)-3-(1,2-dimethyl-1H-indol-3-yl)-1-phenylprop-2-en-1-one；(E)-3-(1,2-dimethylindol-3-yl)-1-phenylprop-2-en-1-one
• CAS: 1427308-77-7
• 化学式: C₁₉H₁₇NO
• 分子量: 275.35
• InChiKey: OCZTTYPHSZUWAB-OUKQBFOZSA-N

物化性质

• 沸点：
  462.4±37.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-phenyl-3-dimethylaminoprop-2-enone 、 1,2-二甲基吲哚 在 potassium hydrogensulfate 作用下， 以 水 为溶剂， 反应 5.0h， 以90%的产率得到(E)-3-(1,2-dimethyl-1H-indol-3-yl)-1-phenylpropenone
  参考文献：
  名称：

  KHSO₄-Assisted Michael Addition–Elimination Reactions of Indole with 3-Dimethylamino-1-phenylprop-2-en-1-ones in Water: An Environmentally Friendly Synthesis of Novel 3-Indolylchalcones

  摘要：

  KHSO4-assisted Michael addition-elimination reactions of 2-methylindoles and 1,2-dimethylindoles with 3-dimethylamino-1-phenylprop-2-en-1-ones (2) in water, leading to the formation of 3-(2-methyl-1H-indol-3-yl)-1-arylpropenones (3a-e) and 3-(1,2-dimethy-1H-lindol-3-yl)-1-arylpropenones (3f-j) respectively in good to excellent yields have been reported. However, cyclodehydration of adducts 3a-f to give carbazoles 4 failed to take place under the reaction conditions.

  DOI：

  10.1080/00397911.2012.658946

文献信息

• KHSO₄-Assisted Michael Addition–Elimination Reactions of Indole with 3-Dimethylamino-1-phenylprop-2-en-1-ones in Water: An Environmentally Friendly Synthesis of Novel 3-Indolylchalcones
  作者：A. Satyapati Devi、P. Helissey、R. L. Nongkhlaw、Jai N. Vishwakarma

  DOI：10.1080/00397911.2012.658946

  日期：2013.6.18

  KHSO4-assisted Michael addition-elimination reactions of 2-methylindoles and 1,2-dimethylindoles with 3-dimethylamino-1-phenylprop-2-en-1-ones (2) in water, leading to the formation of 3-(2-methyl-1H-indol-3-yl)-1-arylpropenones (3a-e) and 3-(1,2-dimethy-1H-lindol-3-yl)-1-arylpropenones (3f-j) respectively in good to excellent yields have been reported. However, cyclodehydration of adducts 3a-f to give carbazoles 4 failed to take place under the reaction conditions.