ethyl 1-(hydroxy(phenyl)methyl)-9-methyl-[1,2,3]triazolo[5,1-a]isoquinoline-5-carboxylate | 1206626-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 1-(hydroxy(phenyl)methyl)-9-methyl-[1,2,3]triazolo[5,1-a]isoquinoline-5-carboxylate
• 英文别名: Ethyl 1-[hydroxy(phenyl)methyl]-9-methyltriazolo[5,1-a]isoquinoline-5-carboxylate；ethyl 1-[hydroxy(phenyl)methyl]-9-methyltriazolo[5,1-a]isoquinoline-5-carboxylate
• CAS: 1206626-62-1
• 化学式: C₂₁H₁₉N₃O₃
• 分子量: 361.4
• InChiKey: NBTYOFOBZOHPTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-azido-3-(2-iodo-4-methylphenyl)acrylate 、 (+/-)-1-苯基-2-丙炔-1-醇 在 potassium carbonate 、 copper dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以90%的产率得到ethyl 1-(hydroxy(phenyl)methyl)-9-methyl-[1,2,3]triazolo[5,1-a]isoquinoline-5-carboxylate
  参考文献：
  名称：

  Copper-catalyzed tandem synthesis of [1,2,3]triazolo[5,1-a]isoquinolines and their transformation to 1,3-disubstituted isoquinolines

  摘要：

  2-Azido-3-(2-iodophenyl)acrylates react with terminal alkynes in the presence of a copper(II) catalyst without ligands to give a wide range of [1,2,3]triazolo[5,1-a]isoquinolines in good yields. These compounds favor expulsion of N-2 in refluxed acetic acid to form 1,3-disubstituted isoquinolines. The procedure is simple, economical, and efficient. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.043

文献信息

• Copper-catalyzed tandem synthesis of [1,2,3]triazolo[5,1-a]isoquinolines and their transformation to 1,3-disubstituted isoquinolines
  作者：Yuan-Yuan Hu、Jie Hu、Xiang-Chuan Wang、Li-Na Guo、Xing-Zhong Shu、Yan-Ning Niu、Yong-Min Liang

  DOI：10.1016/j.tet.2009.11.043

  日期：2010.1

  2-Azido-3-(2-iodophenyl)acrylates react with terminal alkynes in the presence of a copper(II) catalyst without ligands to give a wide range of [1,2,3]triazolo[5,1-a]isoquinolines in good yields. These compounds favor expulsion of N-2 in refluxed acetic acid to form 1,3-disubstituted isoquinolines. The procedure is simple, economical, and efficient. (C) 2009 Elsevier Ltd. All rights reserved.