1-allyl-1,2,3,4-tetrahydro-6-nitroquinoline | 1431610-63-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-allyl-1,2,3,4-tetrahydro-6-nitroquinoline
• 英文别名: 6-nitro-1-prop-2-enyl-3,4-dihydro-2H-quinoline
• CAS: 1431610-63-7
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: FRXUETGSPZPEQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-allyl-1,2,3,4-tetrahydro-6-nitroquinoline 在 SbF₅#HF 作用下， 反应 24.0h， 以78%的产率得到9-nitrojulolidine
  参考文献：
  名称：

  Selective Anti-Markovnikov Cyclization and Hydrofluorination Reaction in Superacid HF/SbF₅: A Tool in the Design of Nitrogen-Containing (Fluorinated) Polycyclic Systems

  摘要：

  The selective synthesis of tetrahydroquinolines and fluorinated arylamines was performed in superacid HF/SbF5 through a superelectrophilic ammonium-carbenium activation process. This anti-Markovnikov oriented reaction was applied to the straightforward synthesis of highly valued (fluorinated) nitrogen-containing heterocyclic compounds.

  DOI：

  10.1021/jo400398y
• 作为产物：
  描述：

  N-allyl-p-nitroaniline 在 SbF₅#HF 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 96.25h， 生成 1-allyl-1,2,3,4-tetrahydro-6-nitroquinoline
  参考文献：
  名称：

  Selective Anti-Markovnikov Cyclization and Hydrofluorination Reaction in Superacid HF/SbF₅: A Tool in the Design of Nitrogen-Containing (Fluorinated) Polycyclic Systems

  摘要：

  The selective synthesis of tetrahydroquinolines and fluorinated arylamines was performed in superacid HF/SbF5 through a superelectrophilic ammonium-carbenium activation process. This anti-Markovnikov oriented reaction was applied to the straightforward synthesis of highly valued (fluorinated) nitrogen-containing heterocyclic compounds.

  DOI：

  10.1021/jo400398y

文献信息

• Selective Anti-Markovnikov Cyclization and Hydrofluorination Reaction in Superacid HF/SbF₅: A Tool in the Design of Nitrogen-Containing (Fluorinated) Polycyclic Systems
  作者：Guillaume Compain、Céline Bonneau、Agnès Martin-Mingot、Sébastien Thibaudeau

  DOI：10.1021/jo400398y

  日期：2013.5.3

  The selective synthesis of tetrahydroquinolines and fluorinated arylamines was performed in superacid HF/SbF5 through a superelectrophilic ammonium-carbenium activation process. This anti-Markovnikov oriented reaction was applied to the straightforward synthesis of highly valued (fluorinated) nitrogen-containing heterocyclic compounds.