3-allyl-7,8-dimethoxy-5-phenyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one | 1268628-04-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 3-allyl-7,8-dimethoxy-5-phenyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one
• 英文别名: 2H-3-Benzazepin-2-one, 1,3,4,5-tetrahydro-7,8-dimethoxy-5-phenyl-3-(2-propen-1-yl)-；7,8-dimethoxy-5-phenyl-3-prop-2-enyl-4,5-dihydro-1H-3-benzazepin-2-one
• CAS: 1268628-04-1
• 化学式: C₂₁H₂₃NO₃
• 分子量: 337.419
• InChiKey: AEMABXBUCNGTBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-allyl-7,8-dimethoxy-5-phenyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one 在 iron(III) chloride hexahydrate 、 氧气 作用下， 以 硝基苯 为溶剂， 以61%的产率得到2-allyl-6,7-dimethoxy-1-phenyl-1,2-dihydroisoquinolin-3(4H)-one
  参考文献：
  名称：

  FeCl3·6H2O-promoted skeleton-rearrangement of 1-substituted-3-benzazepines: substrate extension and product utilization

  摘要：

  FeCl3 center dot 6H(2)O-promoted skeleton-rearrangement of 1-substituted-3-benzazepines was further exploited. Both 1-aryl- and 1-alkyl- or 1-alkenyl-benzazepines underwent this reaction smoothly. The rearrangement products were used to prepare a series of novel derivatives containing both tetrahydroisoquinoline (THIQ) and tetrahydropyrimidin-4(1H)-one scaffolds through a Mannich-type process. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.038
• 作为产物：
  描述：

  3-benzoyl-7,8-dimethoxy-5-phenyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one 在 iron(III) chloride hexahydrate 、 氧气 、 四丁基硫酸氢铵 、 potassium carbonate 、 potassium hydroxide 作用下， 以 硝基苯 、 甲苯 为溶剂， 反应 1.0h， 生成 3-allyl-7,8-dimethoxy-5-phenyl-4,5-dihydro-1H-benzo[d]azepin-2(3H)-one
  参考文献：
  名称：

  FeCl3·6H2O-promoted skeleton-rearrangement of 1-substituted-3-benzazepines: substrate extension and product utilization

  摘要：

  FeCl3 center dot 6H(2)O-promoted skeleton-rearrangement of 1-substituted-3-benzazepines was further exploited. Both 1-aryl- and 1-alkyl- or 1-alkenyl-benzazepines underwent this reaction smoothly. The rearrangement products were used to prepare a series of novel derivatives containing both tetrahydroisoquinoline (THIQ) and tetrahydropyrimidin-4(1H)-one scaffolds through a Mannich-type process. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.038