2-methoxybenzo[4',5']imidazo[1',2':1,4]azeto[2,3-b]quinoline | 1610807-12-9

• 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: 2-methoxybenzo[4',5']imidazo[1',2':1,4]azeto[2,3-b]quinoline
• CAS: 1610807-12-9
• 化学式: C₁₇H₁₁N₃O
• 分子量: 273.294
• InChiKey: JAUSXLXXKDNZMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  39.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-(1H-benzimidazol-2-yl)-2-chloro-6-methoxyquinoline 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 甲苯 为溶剂， 反应 10.0h， 生成 2-methoxybenzo[4',5']imidazo[1',2':1,4]azeto[2,3-b]quinoline
  参考文献：
  名称：

  One-Pot Synthesis of Novel Quinoline-Fused Azeto[1,2-a]benzimidazole Analogs Via Intramolecular Pd-Catalyzed C–N Coupling

  摘要：

  A common strategy to incorporate four-membered ring system between benzimidazole and quinoline cores was developed by one-pot protocol involving the condensation of o-phenylenediamine with 2-chloroquinoline-3-carbaldehyde derivatives followed by intramolecular palladium catalyzed C-N coupling. A series of ligands, palladium sources, bases and solvents were screened to optimize the reaction conditions for the synthesis of quinoline-fused azeto[1,2-a]benzimidazoles.An efficient catalytic system for the introduction of 4-membered-ring system between benzimidazole and quinoline cores has been developed by one-pot intramolecular C-N coupling of o-phenylenediamine with 6-substituted-2-chloroquinoline-3-carbaldehydes.

  DOI：

  10.1007/s10562-014-1266-9