2-(2-bromo-4,5-dimethylphenyl)-1-[2-N-(4-methylbenzenesulfonamido)phenyl]ethanone | 925668-90-2

• 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: 2-(2-bromo-4,5-dimethylphenyl)-1-[2-N-(4-methylbenzenesulfonamido)phenyl]ethanone
• 英文别名: N-[2-[2-(2-bromo-4,5-dimethylphenyl)acetyl]phenyl]-4-methylbenzenesulfonamide
• CAS: 925668-90-2
• 化学式: C₂₃H₂₂BrNO₃S
• 分子量: 472.403
• InChiKey: ZPJAASUCZLEOMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-bromo-4,5-dimethylphenyl)-1-[2-N-(4-methylbenzenesulfonamido)phenyl]ethanone 在 palladium diacetate potassium phosphate 、 硫酸 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 5.17h， 生成 10,11-dihydro-5-aminocarbonyl-5H-2,3-dimethyldibenzo[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：

  邻氨基苯乙酮 在 palladium diacetate 吡啶 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 48.0h， 生成 2-(2-bromo-4,5-dimethylphenyl)-1-[2-N-(4-methylbenzenesulfonamido)phenyl]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