N-Methyl-N-allyl-2-(1-acetoxyallyl)benzylamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Methyl-N-allyl-2-(1-acetoxyallyl)benzylamine
• 英文别名: 1-[2-[[Methyl(prop-2-enyl)amino]methyl]phenyl]prop-2-enyl acetate
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: QEDCABGQRTXSBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Methyl-N-allyl-2-(1-acetoxyallyl)benzylamine 在 四(三苯基膦)钯 乙酸烯丙酯 作用下， 以 氘代乙腈 、 乙腈 为溶剂， 反应 58.0h， 生成 2,3-dihydro-2-methyl-1H-2-benzazepine
  参考文献：
  名称：

  Heterocyclization, deprotection and isomerization in an intramolecular palladium-catalysed tertiary amine–allyl coupling reaction

  摘要：

  N-Methyl-N-allyl-2-(1-acetoxyallyl)benzylamine reacts in the presence of tetrakis(triphenylphosphine)palladium to afford a mixture of an isoindole, a 2-benzazepine and allyl acetate; the likely reaction pathway involves a multistep procedure whereby each Pd atom is implicated at least four times, the formation of the isoindole occuring first, followed by an isomerisation to the benzazepine derivative.

  DOI：

  10.1039/cc9960002257

文献信息

• Heterocyclization, deprotection and isomerization in an intramolecular palladium-catalysed tertiary amine–allyl coupling reaction
  作者：Mary Grellier、Michel Pfeffer

  DOI：10.1039/cc9960002257

  日期：——

  N-Methyl-N-allyl-2-(1-acetoxyallyl)benzylamine reacts in the presence of tetrakis(triphenylphosphine)palladium to afford a mixture of an isoindole, a 2-benzazepine and allyl acetate; the likely reaction pathway involves a multistep procedure whereby each Pd atom is implicated at least four times, the formation of the isoindole occuring first, followed by an isomerisation to the benzazepine derivative.