N-[(Z)-hex-1-en-1-yl]-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: N-[(Z)-hex-1-en-1-yl]-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione
• 英文别名: 2-[(Z)-hex-1-enyl]pyrrolo[3,4-c]pyridine-1,3-dione
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: HRNKQJRAWKUZNY-YVMONPNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-吡啶二酰亚胺 、 1-己炔 在 [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II) 三丁基膦 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 N-[(Z)-hex-1-en-1-yl]-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione 、 N-[(E)-hex-1-en-1-yl]-1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione
  参考文献：
  名称：

  Ru-Catalyzed Stereoselective Addition of Imides to Alkynes

  摘要：

  A catalyst system formed in situ from bis(2-methylallyl)cycloocta- 1,5-dieneruthenium(II) ((cod)Ru[met](2)), a phosphine, and scandium(III) trifluoromethanesulfonate (Sc-(OTf)(3)) was found to efficiently catalyze the anti-Markovnikov addition of imides to terminal alkynes, allowing mild and atom-economic synthesis of enimides. Depending on the phosphine employed, both the (E)- and the (Z)-isomer can be accessed stereoselectively.

  DOI：

  10.1021/jo061966h

文献信息

• Ru-Catalyzed Stereoselective Addition of Imides to Alkynes
  作者：Lukas J. Goossen、Mathieu Blanchot、Claus Brinkmann、Käthe Goossen、Ralph Karch、Andreas Rivas-Nass

  DOI：10.1021/jo061966h

  日期：2006.12.1

  A catalyst system formed in situ from bis(2-methylallyl)cycloocta- 1,5-dieneruthenium(II) ((cod)Ru[met](2)), a phosphine, and scandium(III) trifluoromethanesulfonate (Sc-(OTf)(3)) was found to efficiently catalyze the anti-Markovnikov addition of imides to terminal alkynes, allowing mild and atom-economic synthesis of enimides. Depending on the phosphine employed, both the (E)- and the (Z)-isomer can be accessed stereoselectively.