1-(2-aminophenyl)-2-(2-bromo-4,5-dimethoxyphenyl)ethanone | 925669-05-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(2-aminophenyl)-2-(2-bromo-4,5-dimethoxyphenyl)ethanone
• 英文别名: 1-(2-Aminophenyl)-2-(2-bromo-4,5-dimethoxyphenyl)ethanone
• CAS: 925669-05-2
• 化学式: C₁₆H₁₆BrNO₃
• 分子量: 350.212
• InChiKey: CSQMUXYVNONIOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-aminophenyl)-2-(2-bromo-4,5-dimethoxyphenyl)ethanone 在 palladium diacetate potassium phosphate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 水 、 甲苯 为溶剂， 反应 24.0h， 以80%的产率得到10,11-dihydro-5H-2,3-dimethoxydibenzo[b,f]azepin-10-one
  参考文献：
  名称：

  Sequential palladium-catalysed C- and N-arylation reactions as a practical and general protocol for the synthesis of the first series of oxcarbazepine analogues

  摘要：

  The first series of oxcarbazepine analogues, starting from readily-available materials and through a high-yielding five-step sequence based on palladium catalysis, is reported. The so-obtained compounds incorporate not only a variety of substituents in both of the aryl rings comprising the framework of an oxcarbazepine, but also involve the more challenging palladium-catalysed coupling of a number of heteroaromatic substrates. The addition of small amounts of water in some of the metal-catalysed processes showed a beneficial effect, highly increasing the selectivity of such reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.003
• 作为产物：
  描述：

  N-(2-acetylphenyl)-4-methylbenzenesulfonamide 在 palladium diacetate 硫酸 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 水 、 甲苯 为溶剂， 反应 48.17h， 生成 1-(2-aminophenyl)-2-(2-bromo-4,5-dimethoxyphenyl)ethanone
  参考文献：
  名称：

  Sequential palladium-catalysed C- and N-arylation reactions as a practical and general protocol for the synthesis of the first series of oxcarbazepine analogues

  摘要：

  The first series of oxcarbazepine analogues, starting from readily-available materials and through a high-yielding five-step sequence based on palladium catalysis, is reported. The so-obtained compounds incorporate not only a variety of substituents in both of the aryl rings comprising the framework of an oxcarbazepine, but also involve the more challenging palladium-catalysed coupling of a number of heteroaromatic substrates. The addition of small amounts of water in some of the metal-catalysed processes showed a beneficial effect, highly increasing the selectivity of such reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.003

文献信息

• Sequential palladium-catalysed C- and N-arylation reactions as a practical and general protocol for the synthesis of the first series of oxcarbazepine analogues
  作者：Mónica Carril、Raul SanMartin、Esther Domínguez、Imanol Tellitu

  DOI：10.1016/j.tet.2006.11.003

  日期：2007.1

  The first series of oxcarbazepine analogues, starting from readily-available materials and through a high-yielding five-step sequence based on palladium catalysis, is reported. The so-obtained compounds incorporate not only a variety of substituents in both of the aryl rings comprising the framework of an oxcarbazepine, but also involve the more challenging palladium-catalysed coupling of a number of heteroaromatic substrates. The addition of small amounts of water in some of the metal-catalysed processes showed a beneficial effect, highly increasing the selectivity of such reactions. (c) 2006 Elsevier Ltd. All rights reserved.