ethyl 4-benzoyl-2-(2-bromophenyl)quinoline-3-carboxylate | 1373169-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 4-benzoyl-2-(2-bromophenyl)quinoline-3-carboxylate
• CAS: 1373169-68-6
• 化学式: C₂₅H₁₈BrNO₃
• 分子量: 460.327
• InChiKey: GKQHMUHZOQGNKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2-溴苯甲酰)乙酸乙酯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 1,10-菲罗啉 、 copper(I) bromide dimethylsulfide complex 、 copper(II) nitrate trihydrate 、 氧气 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 20.0~60.0 ℃ 、101.33 kPa 条件下， 反应 72.0h， 生成 ethyl 4-benzoyl-2-(2-bromophenyl)quinoline-3-carboxylate
  参考文献：
  名称：

  Copper-Catalyzed Aerobic Intramolecular Carbo- and Amino-Oxygenation of Alkynes for Synthesis of Azaheterocycles

  摘要：

  A synthetic method of highly substituted quinolines has been developed from N-(2-alkynylaryl)enamine carboxylates under Cu-catalyzed aerobic conditions via intramolecular carbo-oxygenation of alkynes. This strategy was further applied for N-alkynylamidines for amino-oxygenation of alkynes, leading to imidazole and quinazoline derivatives.

  DOI：

  10.1021/ol3007106

文献信息

• Copper-Catalyzed Aerobic Intramolecular Carbo- and Amino-Oxygenation of Alkynes for Synthesis of Azaheterocycles
  作者：Kah Kah Toh、Stephen Sanjaya、Sophian Sahnoun、Sin Yee Chong、Shunsuke Chiba

  DOI：10.1021/ol3007106

  日期：2012.5.4

  A synthetic method of highly substituted quinolines has been developed from N-(2-alkynylaryl)enamine carboxylates under Cu-catalyzed aerobic conditions via intramolecular carbo-oxygenation of alkynes. This strategy was further applied for N-alkynylamidines for amino-oxygenation of alkynes, leading to imidazole and quinazoline derivatives.