tert-butyl 1-acetyl-1,2,3,4-tetrahydroquinolin-6-ylallylcarbamate | 1431610-65-9

• 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: tert-butyl 1-acetyl-1,2,3,4-tetrahydroquinolin-6-ylallylcarbamate
• 英文别名: tert-butyl N-(1-acetyl-3,4-dihydro-2H-quinolin-6-yl)-N-prop-2-enylcarbamate
• CAS: 1431610-65-9
• 化学式: C₁₉H₂₆N₂O₃
• 分子量: 330.427
• InChiKey: YBPSQAIERABYFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 1-acetyl-1,2,3,4-tetrahydroquinolin-6-ylallylcarbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以90%的产率得到1-(6-(allylamino)-1,2,3,4-tetrahydroquinolin-yl)ethanone
  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：

  6-硝基-1,2,3,4-四氢喹啉 在 4-二甲氨基吡啶 、 sodium hydride 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 mineral oil 为溶剂， 反应 166.5h， 生成 tert-butyl 1-acetyl-1,2,3,4-tetrahydroquinolin-6-ylallylcarbamate
  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.