5,5'-dimethoxy-8,8'-biquinoline | 1315322-71-4

• 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: 5,5'-dimethoxy-8,8'-biquinoline
• 英文别名: 5-Methoxy-8-(5-methoxyquinolin-8-yl)quinoline
• CAS: 1315322-71-4
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: SHBUDXMIAUPMDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8-bromo-5-methoxyquinoline 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium acetate 、 potassium carbonate 、 联硼酸频那醇酯 、 正丁基二(1-金刚烷基)膦 作用下， 以 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 1.0h， 生成 5,5'-dimethoxy-8,8'-biquinoline
  参考文献：
  名称：

  Synthesis of 8-Arylquinolines via One-Pot Pd-Catalyzed Borylation of Quinoline-8-yl Halides and Subsequent Suzuki–Miyaura Coupling

  摘要：

  A one-pot process has been developed for the synthesis of 8-arylquinolines via Pd-catalyzed borylation of quinoline-8-yl halides and subsequent Suzuki-Miyaura coupling with aryl halides using n-BuPAd(2) as ligand. Yields of up to 98% were obtained.

  DOI：

  10.1021/jo200904g

文献信息

• Synthesis of 8-Arylquinolines via One-Pot Pd-Catalyzed Borylation of Quinoline-8-yl Halides and Subsequent Suzuki–Miyaura Coupling
  作者：Yongda Zhang、Joe Gao、Wenjie Li、Heewon Lee、Bruce Z. Lu、Chris H. Senanayake

  DOI：10.1021/jo200904g

  日期：2011.8.5

  A one-pot process has been developed for the synthesis of 8-arylquinolines via Pd-catalyzed borylation of quinoline-8-yl halides and subsequent Suzuki-Miyaura coupling with aryl halides using n-BuPAd(2) as ligand. Yields of up to 98% were obtained.