6-methyl-1-phenyl-5,6-dihydroimidazo[5,1-a]isoquinoline | 1129428-06-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-methyl-1-phenyl-5,6-dihydroimidazo[5,1-a]isoquinoline
• CAS: 1129428-06-3
• 化学式: C₁₈H₁₆N₂
• 分子量: 260.338
• InChiKey: MLEGBOKCEUPQAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-allyl-4,5-diphenyl-1H-imidazole 在 三氟甲磺酸 作用下， 以 氯仿 为溶剂， 生成 6-methyl-1-phenyl-5,6-dihydroimidazo[5,1-a]isoquinoline
  参考文献：
  名称：

  Superelectrophilic Chemistry of Imidazoles

  摘要：

  The mechanistic and synthetic chemistry of imidazole-based superelectrophiles has been studied. The protonated imidazole ring, or imidazolium group, is shown to enhance the electrophilic reactivity of an adjacent carboxonium group (compared to a related monocationic species). This leads to efficient condensation reactions between imidazole aldehydes and ketone with arenes in the Bronsted superacid CF3SO3H. The imidazole-based superelectrophiles are shown to be useful in other reactions leading to functionalized heterocycles. The imidazolium group may also trigger charge migration reactions in dicationic species.

  DOI：

  10.1021/jo802798x