1-(imidazo[1,5-a]quinolin-1-yl)ethanol | 1415735-09-9

• 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: 1-(imidazo[1,5-a]quinolin-1-yl)ethanol
• 英文别名: 1-Imidazo[1,5-a]quinolin-1-ylethanol；1-imidazo[1,5-a]quinolin-1-ylethanol
• CAS: 1415735-09-9
• 化学式: C₁₃H₁₂N₂O
• 分子量: 212.251
• InChiKey: PNUGYKSSBKUVGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  37.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  DL-Threonine 、 喹啉-2-甲醛 在 碘 、 potassium hydrogencarbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 3.0h， 以56%的产率得到1-(imidazo[1,5-a]quinolin-1-yl)ethanol
  参考文献：
  名称：

  Natural α-Amino Acids Applied in the Synthesis of Imidazo[1,5-a]N-heterocycles under Mild Conditions

  摘要：

  A facile iodine-mediated decarboxylative cyclization from alpha-amino acids and N-heterocyclic carbaldehydes was developed. By virtue of this method, a series of imidazo[1,5-a]N-heterocycles can be synthesized efficiently under mild conditions. A tentative reaction mechanism was proposed based on the experimental results and previous reports.

  DOI：

  10.1021/jo302299u

文献信息

• Natural α-Amino Acids Applied in the Synthesis of Imidazo[1,5-<i>a</i>]N-heterocycles under Mild Conditions
  作者：Qiang Wang、Shuai Zhang、Fengfeng Guo、Baiqun Zhang、Ping Hu、Zhiyong Wang

  DOI：10.1021/jo302299u

  日期：2012.12.21

  A facile iodine-mediated decarboxylative cyclization from alpha-amino acids and N-heterocyclic carbaldehydes was developed. By virtue of this method, a series of imidazo[1,5-a]N-heterocycles can be synthesized efficiently under mild conditions. A tentative reaction mechanism was proposed based on the experimental results and previous reports.