p-tolyl(5,6,7-trimethoxyisoquinolin-1-yl)methanone | 1453110-76-3

• 英文名称: p-tolyl(5,6,7-trimethoxyisoquinolin-1-yl)methanone
• 英文别名: (4-Methylphenyl)-(5,6,7-trimethoxyisoquinolin-1-yl)methanone
• CAS: 1453110-76-3
• 化学式: C₂₀H₁₉NO₄
• 分子量: 337.375
• InChiKey: MFVNWPYDQKDISE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,6,7-三甲氧基异喹啉 、 对甲基苯甲醛 在 dipotassium peroxodisulfate 、 四丁基溴化铵 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以46%的产率得到p-tolyl(5,6,7-trimethoxyisoquinolin-1-yl)methanone
  参考文献：
  名称：

  A Transition Metal-Free Minisci Reaction: Acylation of Isoquinolines, Quinolines, and Quinoxaline

  摘要：

  Transition metal-free acylation of isoquinoline, quinoline, and quinoxaline derivatives has been developed employing a cross dehydrogenative coupling (CDC) reaction with aldehydes using substoichiometric amount of TBAB (tetrabutylammonium bromide, 30 mol %) and K2S2O8 as an oxidant. This intermolecular acylation of electron-deficient heteroarenes provides an easy access and a novel acylation method of heterocyclic compounds. The application of this CDC strategy for acylation strategy has been illustrated in synthesizing isoquinoline-derived natural products.

  DOI：

  10.1021/jo500294z