4-(3-methoxyphenyl)-1,2-diphenyl-1H-imidazole | 1602636-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(3-methoxyphenyl)-1,2-diphenyl-1H-imidazole
• 英文别名: 4-(3-Methoxyphenyl)-1,2-diphenylimidazole；4-(3-methoxyphenyl)-1,2-diphenylimidazole
• CAS: 1602636-63-4
• 化学式: C₂₂H₁₈N₂O
• 分子量: 326.398
• InChiKey: MZWPMMZTUHZYOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-苯基苄脒 、 3-甲氧基苯乙酮 在 1,10-菲罗啉 、 copper diacetate 、 苯胺 、 lithium bromide 、 zinc(II) iodide 作用下， 以 邻二氯苯 为溶剂， 反应 2.0h， 以82%的产率得到4-(3-methoxyphenyl)-1,2-diphenyl-1H-imidazole
  参考文献：
  名称：

  Copper and zinc co-catalyzed synthesis of imidazoles via the activation of sp3 C–H and N–H bonds

  摘要：

  An efficient and facile approach to synthesize imidazoles from amidines and arylketone via oxidative coupling of sp(3) C-H bond and N-H bond is reported. This strategy exhibits high performance in terms of regioselectivity with moderate to high yields by using easily available materials, and provides an alternative method to synthesize multi-substituted imidazole skeletons. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.04.054

文献信息

• Facile Synthesis of 1,2,4-trisubstituted Imidazoles via Aerobic Copper Catalyzed Ligand-free [3+2] Cycloaddition
  作者：Wei Li、Weixiang Tian、Ming Lei

  DOI：10.2174/1570178611666140207221202

  日期：2014.4

  A simple and facile approach to highly functionalized imidazole derivatives in moderate to good yields has been developed. This method involves copper catalyzed aerobic [3+2] cycloaddition of amidines with nitroolefins in absence of ligand. Based on observation of the intermediates, possible reaction mechanism different from the same reported approach was proposed.

  一种简单易行的方法被开发用于在中等到良好的产率下合成高度功能化的咪唑衍生物。该方法涉及在没有配体的情况下，铜催化的有氧[3+2]环加成反应，其中氨基脲与亚硝基烯反应。基于对中间体的观察，提出了一种不同于已有报道的方法的可能反应机制。
• Copper and zinc co-catalyzed synthesis of imidazoles via the activation of sp3 C–H and N–H bonds
  作者：Dong Tang、Xiao-Long Li、Xin Guo、Ping Wu、Ji-Hui Li、Kai Wang、Huan-Wang Jing、Bao-Hua Chen

  DOI：10.1016/j.tet.2014.04.054

  日期：2014.7

  An efficient and facile approach to synthesize imidazoles from amidines and arylketone via oxidative coupling of sp(3) C-H bond and N-H bond is reported. This strategy exhibits high performance in terms of regioselectivity with moderate to high yields by using easily available materials, and provides an alternative method to synthesize multi-substituted imidazole skeletons. (C) 2014 Elsevier Ltd. All rights reserved.