N-(1-p-tolylethyl)-2-naphthylcarboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(1-p-tolylethyl)-2-naphthylcarboxamide
• 英文别名: N-[1-(4-methylphenyl)ethyl]naphthalene-2-carboxamide
• 化学式: C₂₀H₁₉NO
• 分子量: 289.377
• InChiKey: XCAAXMCUXGSEQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  萘-2-甲酰胺 、 Alpha-甲基苯乙烯 在 Zeise's dimer 三(4-三氟甲苯基)膦 作用下， 以 均三甲苯 为溶剂， 反应 24.0h， 以80%的产率得到N-(1-p-tolylethyl)-2-naphthylcarboxamide
  参考文献：
  名称：

  Platinum-Catalyzed Intermolecular Hydroamination of Vinyl Arenes with Carboxamides

  摘要：

  Reaction of benzamide with 4-methylstyrene catalyzed by a 1:2 mixture Of [PtCl2(H2C = CH2)](2) and P(4-C6H4CF3)(3) (5 mol %) in mesitylene at 140 degrees C for 24 h led to the isolation of M(1-p-tolylethyl)benzamide in 85% yield. Electron-rich, electron-poor, and hindered vinyl arenes underwent Markovnikov hydroamination with a range of carboxamides and amide derivatives in moderate to good yield with excellent regioselectivity.

  DOI：

  10.1021/ol050745f

文献信息

• Platinum-Catalyzed Intermolecular Hydroamination of Vinyl Arenes with Carboxamides
  作者：Hua Qian、Ross A. Widenhoefer

  DOI：10.1021/ol050745f

  日期：2005.6.1

  Reaction of benzamide with 4-methylstyrene catalyzed by a 1:2 mixture Of [PtCl2(H2C = CH2)](2) and P(4-C6H4CF3)(3) (5 mol %) in mesitylene at 140 degrees C for 24 h led to the isolation of M(1-p-tolylethyl)benzamide in 85% yield. Electron-rich, electron-poor, and hindered vinyl arenes underwent Markovnikov hydroamination with a range of carboxamides and amide derivatives in moderate to good yield with excellent regioselectivity.