9-chloro-1-ethyl-5-phenylpyrazolo[5,1-a]isoquinoline | 1262639-25-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 9-chloro-1-ethyl-5-phenylpyrazolo[5,1-a]isoquinoline
• 英文别名: 9-Chloro-1-ethyl-5-phenylpyrazolo[5,1-a]isoquinoline
• CAS: 1262639-25-7
• 化学式: C₁₉H₁₅ClN₂
• 分子量: 306.794
• InChiKey: QSZNNZJSZMBBHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-氯-2-(苯基乙炔基)苯甲醛 在 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.67h， 生成 9-chloro-1-ethyl-5-phenylpyrazolo[5,1-a]isoquinoline
  参考文献：
  名称：

  Synthesis of H-Pyrazolo[5,1-a]isoquinolines via Copper(II)-Catalyzed Oxidation of an Aliphatic C−H Bond of Tertiary Amine in Air

  摘要：

  A multicomponent reaction of 2-alkynylbenzaldehyde, sulfonohydrazide, and tertiary amine is discovered, which generates the unexpected H-pyrazolo[5,1-a]isoquinolines in good yields under mild conditions. In the reaction process, silver(I)-catalyzed intramolecular cyclization and copper(II)-catalyzed oxidation of an aliphatic C-H bond of tertiary amine in air are involved.

  DOI：

  10.1021/ol102939r

文献信息

• Palladium-catalyzed oxidation of amine in air: an efficient approach to H-pyrazolo[5,1-a]-isoquinolines
  作者：Jie Sheng、Ying Guo、Jie Wu

  DOI：10.1016/j.tet.2013.05.066

  日期：2013.8

  An efficient approach to H-pyrazolo[5,1-a]isoquinolines through a reaction of N'-(2-alkynylbenzylidene) hydrazide with amine in the presence of a cooperative catalysis under mild conditions is reported. The palladium-catalyzed oxidation of amine in air leading to the formation of enamine is the key step during the transformation. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of <i>H</i>-Pyrazolo[5,1-<i>a</i>]isoquinolines via Copper(II)-Catalyzed Oxidation of an Aliphatic C−H Bond of Tertiary Amine in Air
  作者：Shaoyu Li、Jie Wu

  DOI：10.1021/ol102939r

  日期：2011.2.18

  A multicomponent reaction of 2-alkynylbenzaldehyde, sulfonohydrazide, and tertiary amine is discovered, which generates the unexpected H-pyrazolo[5,1-a]isoquinolines in good yields under mild conditions. In the reaction process, silver(I)-catalyzed intramolecular cyclization and copper(II)-catalyzed oxidation of an aliphatic C-H bond of tertiary amine in air are involved.