N-[4,5-dimethoxy-2-(o-methoxyphenylethynyl)benzylidene]-tert-butylamine | 438564-94-4

• 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-[4,5-dimethoxy-2-(o-methoxyphenylethynyl)benzylidene]-tert-butylamine
• 英文别名: N-tert-butyl-1-[4,5-dimethoxy-2-[2-(2-methoxyphenyl)ethynyl]phenyl]methanimine
• CAS: 438564-94-4
• 化学式: C₂₂H₂₅NO₃
• 分子量: 351.445
• InChiKey: TVEZGRPLRCPZKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  40
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[4,5-dimethoxy-2-(o-methoxyphenylethynyl)benzylidene]-tert-butylamine 、 N,N-二甲基丙烯酰胺 在 palladium(II) bromide 氧气 、 碳酸氢钠 、 copper dichloride 作用下， 以 二甲基亚砜 为溶剂， 反应 10.0h， 以97%的产率得到N,N-dimethyl (E)-3-[6,7-dimethoxy-3-(o-methoxyphenyl)isoquinolin-4-yl]acrylamide
  参考文献：
  名称：

  Synthesis of 4-(1-Alkenyl)isoquinolines by Palladium(II)-Catalyzed Cyclization/Olefination

  摘要：

  A variety of 4-(l-alkenyl)-3-arylisoquinolines have been prepared in moderate to excellent yields by the Pd(II)-catalyzed cyclization of 2-(1-alkynyl)arylaldimines in the presence of various alkenes. The introduction of an o-methoxy group on the arylaldimine promotes the Pd-catalyzed cyclization and stabilizes the resulting Pd(II) intermediate, improving the yields of the isoquinoline products. Ketone-containing isoquinolines 36 and 49-51 have also been prepared by this process when unsaturated alcohols are employed as the alkenes.

  DOI：

  10.1021/jo0261303
• 作为产物：
  描述：

  2-乙炔基苯甲醚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 三乙胺 作用下， 生成 N-[4,5-dimethoxy-2-(o-methoxyphenylethynyl)benzylidene]-tert-butylamine
  参考文献：
  名称：

  Synthesis of 4-(1-Alkenyl)isoquinolines by Palladium(II)-Catalyzed Cyclization/Olefination

  摘要：

  A variety of 4-(l-alkenyl)-3-arylisoquinolines have been prepared in moderate to excellent yields by the Pd(II)-catalyzed cyclization of 2-(1-alkynyl)arylaldimines in the presence of various alkenes. The introduction of an o-methoxy group on the arylaldimine promotes the Pd-catalyzed cyclization and stabilizes the resulting Pd(II) intermediate, improving the yields of the isoquinoline products. Ketone-containing isoquinolines 36 and 49-51 have also been prepared by this process when unsaturated alcohols are employed as the alkenes.

  DOI：

  10.1021/jo0261303