2-p-tolylchromeno[3,2-d]imidazol-9(1H)-one | 1449754-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-p-tolylchromeno[3,2-d]imidazol-9(1H)-one
• 英文别名: 2-(4-methylphenyl)-1H-chromeno[2,3-d]imidazol-9-one
• CAS: 1449754-24-8
• 化学式: C₁₇H₁₂N₂O₂
• 分子量: 276.294
• InChiKey: DNCONLJXJDPCIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 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：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲基苯甲脒盐酸盐 、 3-碘代色酮,97 在 copper(l) iodide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以70%的产率得到2-p-tolylchromeno[3,2-d]imidazol-9(1H)-one
  参考文献：
  名称：

  Synthesis of Chromeno[2,3-d]imidazol-9(1H)-ones via Tandem Reactions of 3-Iodochromones with Amidines Involving Copper-Catalyzed C–H Functionalization and C–O Bond Formation

  摘要：

  A novel six-membered heterocyclic skeleton of imidazochromone was prepared via an efficient one-pot reaction including a key step of copper-catalyzed aerobic C-H intramolecular cycloetherification. Notably, this process does not require the presence of strong para electron-withdrawing groups on the phenol component. Also, the results of this effort show that acyl phenols containing electron-rich heterocycles participate in an efficient C-H activation/C-O formation process.

  DOI：

  10.1021/ol401966y

文献信息

• Synthesis of Chromeno[2,3-<i>d</i>]imidazol-9(1<i>H</i>)-ones via Tandem Reactions of 3-Iodochromones with Amidines Involving Copper-Catalyzed C–H Functionalization and C–O Bond Formation
  作者：Jia Sheng、Bo Chao、Hong Chen、Youhong Hu

  DOI：10.1021/ol401966y

  日期：2013.9.6

  A novel six-membered heterocyclic skeleton of imidazochromone was prepared via an efficient one-pot reaction including a key step of copper-catalyzed aerobic C-H intramolecular cycloetherification. Notably, this process does not require the presence of strong para electron-withdrawing groups on the phenol component. Also, the results of this effort show that acyl phenols containing electron-rich heterocycles participate in an efficient C-H activation/C-O formation process.