[1,3-dichloro-6-(4-methoxy-phenyl)-isoquinolin-5-yl]-phenyl-methanone | 1309866-33-8

• 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: [1,3-dichloro-6-(4-methoxy-phenyl)-isoquinolin-5-yl]-phenyl-methanone
• 英文别名: [1,3-Dichloro-6-(4-methoxyphenyl)isoquinolin-5-yl]-phenylmethanone
• CAS: 1309866-33-8
• 化学式: C₂₃H₁₅Cl₂NO₂
• 分子量: 408.284
• InChiKey: USAOBKOFPIHWQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 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：

  2,6-Dichloro-4-(2-phenylethynyl)pyridine-3-carbaldehyde 、 4-乙炔基苯甲醚 在 gold(III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以91%的产率得到[1,3-dichloro-6-(4-methoxy-phenyl)-isoquinolin-5-yl]-phenyl-methanone
  参考文献：
  名称：

  Gold-Catalyzed Benzannulation of Electronically Rich/Rich and Deficient/Deficient Oxoalkynes with Alkynes

  摘要：

  Two different strategies have been developed to perform the gold-catalyzed benzannulation of both electron-rich pyridine containing oxoalkynes with electron-rich alkynes as well as electron-deficient pyridine containing oxoalkynes with electron-deficient alkynes. The benzannulation between electron-rich oxoalkynes with electron-rich alkynes proceeds in the presence of highly electron-deficient gold catalysts, whereas using catalytic amount of alcohol benzannulation was performed efficiently between electron-deficient oxoalkynes with electron-deficient alkynes.

  DOI：

  10.1055/s-0032-1318454

文献信息

• An Approach to Highly Functionalized Quinolines and Isoquinolines via a Gold-Catalyzed Benzannulation
  作者：Tarun Sarkar、Biswajit Panda、Jhuma Bhadra

  DOI：10.1055/s-0030-1259555

  日期：2011.3

  The AuCl 3 -catalyzed benzannulation of pyridine-containing oxo-alkynes with external as well as internal alkynes proceeds under mild conditions, and a variety of quinoline and isoquinoline derivatives are produced in good to excellent yields. The reaction proceeds through the formation of aza-isobenzopyrylium auric ate complexes as evident from trapping experiments.

  AuCl 3 催化的含吡啶氧代炔烃与外部和内部炔烃的苯环化反应在温和条件下进行，并以良好到极好的收率生产各种喹啉和异喹啉衍生物。反应通过形成氮杂-异苯并吡啶鎓金酸盐络合物而进行，这从捕获实验中可以看出。