5-(furan-3-yl)isoquinoline | 1242470-63-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 5-(furan-3-yl)isoquinoline
• 英文别名: 5-(Furan-3-yl)isoquinoline
• CAS: 1242470-63-8
• 化学式: C₁₃H₉NO
• 分子量: 195.221
• InChiKey: IYBLVQCPWZTNNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-呋喃硼酸 、 isoquinolin-5-yl methanesulfonate 在 potassium phosphate 、 NiCl₂(PCy₃)2 作用下， 以 2-甲基四氢呋喃 为溶剂， 反应 12.0h， 以95%的产率得到5-(furan-3-yl)isoquinoline
  参考文献：
  名称：

  Nickel-Catalyzed Suzuki–Miyaura Couplings in Green Solvents

  摘要：

  The nickel-catalyzed Suzuki-Miyaura coupling of aryl halides and phenol-derived substrates with aryl boronic acids using green solvents, such as 2-Me-THF and tert-amyl alcohol, is reported. This methodology employs the commercially available and air-stable precatalyst, NiCl2(PCy3)(2), and gives biaryl products in synthetically useful to excellent yields. Using this protocol, bis(heterocyclic) frameworks can be assembled efficiently.

  DOI：

  10.1021/ol401727y

文献信息

• Nickel-Catalyzed C−O Activation of Phenol Derivatives with Potassium Heteroaryltrifluoroborates
  作者：Gary A. Molander、Floriane Beaumard

  DOI：10.1021/ol101592r

  日期：2010.9.17

  A general method based on nickel-catalyzed C-O activation of various phenol derivatives with potassium (hetero)aryltrifluoroborates has been developed. A large number of heterobiaryls can be easily obtained with yields up to 99% using methanesulfonate cross-coupling partners.
• Nickel-Catalyzed Suzuki–Miyaura Couplings in Green Solvents
  作者：Stephen D. Ramgren、Liana Hie、Yuxuan Ye、Neil K. Garg

  DOI：10.1021/ol401727y

  日期：2013.8.2

  The nickel-catalyzed Suzuki-Miyaura coupling of aryl halides and phenol-derived substrates with aryl boronic acids using green solvents, such as 2-Me-THF and tert-amyl alcohol, is reported. This methodology employs the commercially available and air-stable precatalyst, NiCl2(PCy3)(2), and gives biaryl products in synthetically useful to excellent yields. Using this protocol, bis(heterocyclic) frameworks can be assembled efficiently.