5-(4'-acetylphenyl)-2-(4'-methoxyphenyl)pyridine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(4'-acetylphenyl)-2-(4'-methoxyphenyl)pyridine
• 英文别名: 1-[4-[6-(4-Methoxyphenyl)pyridin-3-yl]phenyl]ethanone
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: GGMYMYMRPOWEIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-二溴吡啶 、 4-甲氧基苯硼酸 、 4-乙酰基苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 24.0h， 以54%的产率得到5-(4'-acetylphenyl)-2-(4'-methoxyphenyl)pyridine
  参考文献：
  名称：

  Disubstituted Pyridines:  The Double-Coupling Approach

  摘要：

  A one-pot procedure leading to disubstituted pyridines from the starting dibromopyridines is described. Key features include the ability to couple a range of aryl and even alkenylboronic acids at the 2,3 and/or 2,5 positions with excellent regiocontrol under a standard set of conditions. Further, isolated yields are greatly improved by the use of neutral alumina in place of silica for product purification. Finally, the intrinsic electronic bias of the pyridine ring can be overcome by using a bromoiodopyridine.

  DOI：

  10.1021/jo701709a

文献信息

• Disubstituted Pyridines:  The Double-Coupling Approach
  作者：Scott T. Handy、Thomas Wilson、Aaron Muth

  DOI：10.1021/jo701709a

  日期：2007.10.1

  A one-pot procedure leading to disubstituted pyridines from the starting dibromopyridines is described. Key features include the ability to couple a range of aryl and even alkenylboronic acids at the 2,3 and/or 2,5 positions with excellent regiocontrol under a standard set of conditions. Further, isolated yields are greatly improved by the use of neutral alumina in place of silica for product purification. Finally, the intrinsic electronic bias of the pyridine ring can be overcome by using a bromoiodopyridine.