5-amino-8-methoxylbenzimidazo[1,2-a]quinoline

• 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-amino-8-methoxylbenzimidazo[1,2-a]quinoline
• 英文别名: 8-Methoxybenzimidazolo[1,2-a]quinolin-5-amine；8-methoxybenzimidazolo[1,2-a]quinolin-5-amine
• 化学式: C₁₆H₁₃N₃O
• 分子量: 263.299
• InChiKey: LHPFDQZOJORPPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氟苯腈 、 4-甲氧基-2-甲基苯并咪唑 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以60%的产率得到5-amino-8-methoxylbenzimidazo[1,2-a]quinoline
  参考文献：
  名称：

  Synthesis of 5-Aminobenzoimidazo[1,2-a]Quinoline Derivatives Through One-Pot Two-Step Cascade Reaction

  摘要：

  An efficient method for the synthesis of 5-aminobenzimidazo[1,2-a]quinolines with high diversity has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and the Dieckmann Thorpe cyclization. This method is applicable to the synthesis of a wide range of 5-aminobenzimidazo[1,2-ca]quinoline derivatives from readily available 2-fluoroarylnitriles and benzimidazole substrates. Moderate light emission was observed for some 5-aminobenzimidazo[1,2-a]quinolines.

  DOI：

  10.3987/com-15-s(t)51

文献信息

• Synthesis of 5-Aminobenzoimidazo[1,2-a]Quinoline Derivatives Through One-Pot Two-Step Cascade Reaction
  作者：Tsutomu Yokomatsu、Jun-ya Kato、Yutaro Ito、Ryosuke Ijuin、Hiroshi Aoyama

  DOI：10.3987/com-15-s(t)51

  日期：——

  An efficient method for the synthesis of 5-aminobenzimidazo[1,2-a]quinolines with high diversity has been developed through a cascade reaction involving sequential aromatic nucleophilic substitution and the Dieckmann Thorpe cyclization. This method is applicable to the synthesis of a wide range of 5-aminobenzimidazo[1,2-ca]quinoline derivatives from readily available 2-fluoroarylnitriles and benzimidazole substrates. Moderate light emission was observed for some 5-aminobenzimidazo[1,2-a]quinolines.