2-(4'-methoxyphenyl)-3-phenylpyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(4'-methoxyphenyl)-3-phenylpyridine
• 英文别名: 2-(4-Methoxyphenyl)-3-phenylpyridine
• 化学式: C₁₈H₁₅NO
• 分子量: 261.323
• InChiKey: JATILNZBRQFCNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲氧基-2-苯基苯乙酮 、 3-氨基-1-丙醇 在 叔丁基过氧化氢 、 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 calcium oxide 作用下， 以 正壬烷 为溶剂， 反应 48.0h， 以51%的产率得到2-(4'-methoxyphenyl)-3-phenylpyridine
  参考文献：
  名称：

  Iridium-catalyzed annulation between 1,2-diarylethanone and 3-aminopropanol toward site-specific 2,3-diaryl pyridines

  摘要：

  An iridium-catalyzed annulation between 1,2-diarylethanone and 3-aminopropanol was developed, leading to site specific 2,3-diarylpyridines in moderate yields. 3-Aminopropanol served as both a four-atom component and solvent during this procedure, releasing water as a clean by-product. The reaction may proceed with sequential imine formation, alcohol oxidation and intramolecular cyclization by Knoevenagel reaction. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2017.07.061

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.
• Iridium-catalyzed annulation between 1,2-diarylethanone and 3-aminopropanol toward site-specific 2,3-diaryl pyridines
  作者：Ning Gu、Miaochang Liu、Hepan Wang、Song Sun、Zhen Zhou、Weiming Hu、Jin-Tao Yu、Jiang Cheng

  DOI：10.1016/j.tetlet.2017.07.061

  日期：2017.8

  An iridium-catalyzed annulation between 1,2-diarylethanone and 3-aminopropanol was developed, leading to site specific 2,3-diarylpyridines in moderate yields. 3-Aminopropanol served as both a four-atom component and solvent during this procedure, releasing water as a clean by-product. The reaction may proceed with sequential imine formation, alcohol oxidation and intramolecular cyclization by Knoevenagel reaction. (C) 2017 Elsevier Ltd. All rights reserved.