2,3,5,6-tetrahydro-8,9-dimethoxy-2-oxopyrrolo[2,1-a]isoquinoline-1-carbonitrile | 1053176-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 2,3,5,6-tetrahydro-8,9-dimethoxy-2-oxopyrrolo[2,1-a]isoquinoline-1-carbonitrile
• 英文别名: 8,9-dimethoxy-2-oxo-5,6-dihydro-3H-pyrrolo[2,1-a]isoquinoline-1-carbonitrile
• CAS: 1053176-19-4
• 化学式: C₁₅H₁₄N₂O₃
• 分子量: 270.288
• InChiKey: SEOLFNIQXHPHLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3,5,6-tetrahydro-8,9-dimethoxy-2-oxopyrrolo[2,1-a]isoquinoline-1-carbonitrile 、 氯化重氮苯 在 吡啶 作用下， 反应 3.0h， 以68%的产率得到3-(phenylhydrazono)-2,3,5,6-tetrahydro-8,9-dimethoxy-2-oxopyrrolo[2,1-a]isoquinoline-1-carbonitrile
  参考文献：
  名称：

  Synthesis of annulated dihydroisoquinoline heterocycles via their nitrogen ylides

  摘要：

  3,4-Dihydro-6,7-dimethoxyisoquinoline-1-acetonitrile reacts with some alpha-bromoketones in dry benzene to give the Corresponding isoquinolinium salts, which undergo intramolecular cyclization to give pyrrolo[2,1-a]isoquinolines. Cross-coupling of the latter compounds with some aryldiazonium chlorides resulted in the formation of 3-arylhydrazonopyrrolo[2,1-a]isoquinolines, 3-arylazopyrrolo[2,1-a]isoquinolines and 3-aryl-1,2,3-triazolo[5,1-a]isoquinolines, respectively. The structures of the products were established on the basis of their elemental and spectral analyses as well as X-ray single crystal studies. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.043
• 作为产物：
  描述：

  在 三乙胺 作用下， 以 苯 为溶剂， 以72%的产率得到2,3,5,6-tetrahydro-8,9-dimethoxy-2-oxopyrrolo[2,1-a]isoquinoline-1-carbonitrile
  参考文献：
  名称：

  Synthesis of annulated dihydroisoquinoline heterocycles via their nitrogen ylides

  摘要：

  3,4-Dihydro-6,7-dimethoxyisoquinoline-1-acetonitrile reacts with some alpha-bromoketones in dry benzene to give the Corresponding isoquinolinium salts, which undergo intramolecular cyclization to give pyrrolo[2,1-a]isoquinolines. Cross-coupling of the latter compounds with some aryldiazonium chlorides resulted in the formation of 3-arylhydrazonopyrrolo[2,1-a]isoquinolines, 3-arylazopyrrolo[2,1-a]isoquinolines and 3-aryl-1,2,3-triazolo[5,1-a]isoquinolines, respectively. The structures of the products were established on the basis of their elemental and spectral analyses as well as X-ray single crystal studies. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.043