1-(2-ethylphenyl)-2,4-diphenyl-1H-imidazole | 1423125-91-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-ethylphenyl)-2,4-diphenyl-1H-imidazole
• 英文别名: 1-(2-Ethylphenyl)-2,4-diphenylimidazole；1-(2-ethylphenyl)-2,4-diphenylimidazole
• CAS: 1423125-91-0
• 化学式: C₂₃H₂₀N₂
• 分子量: 324.425
• InChiKey: PTNNTRZIYHOLDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  β-硝基苯乙烯 、 N'-(2-ethylphenyl)benzenecarboximidamide 在 iron(III) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以71%的产率得到1-(2-ethylphenyl)-2,4-diphenyl-1H-imidazole
  参考文献：
  名称：

  铁（III）通过[3 + 2]和nitroolefins的环加成反应的多取代的咪唑催化的的合成ñ -芳基苯甲脒

  摘要：

  多取代的咪唑的通过一种新颖的和有效的铁（III）催化的合成[3 + 2] nitroolefins和环加成Ñ的空气气氛下，芳基苯甲脒已经被开发出来。这种方法很方便，原子经济性，一般情况下，在良好的收益率和完善的区域选择性环保。

  DOI：

  10.1016/j.tet.2013.08.077

文献信息

• Synthesis of Multisubstituted Imidazoles via Copper-Catalyzed [3 + 2] Cycloadditions
  作者：Dong Tang、Ping Wu、Xiang Liu、Yong-Xin Chen、Shuai-Bo Guo、Wen-Lin Chen、Jia-Gen Li、Bao-Hua Chen

  DOI：10.1021/jo302555z

  日期：2013.3.15

  A simple route for the synthesis of imidazole derivatives via copper-catalyzed [3 + 2] cycloaddition reaction is described. This strategy has achieved high regioselectivity and used oxygen as an oxidant without the addition of expensive catalysts to provide moderate to good yields.

  描述了通过铜催化的[3 + 2]环加成反应合成咪唑衍生物的简单途径。该策略已实现了较高的区域选择性，并使用氧气作为氧化剂，而无需添加昂贵的催化剂以提供中等至良好的收率。
• 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.
• Iron(III)-Catalyzed Synthesis of 1,2,4-Trisubstituted Imidazoles through the Reactions of Amidines and Aldehydes in Air
  作者：Xiang Liu、Dong Wang、Yongxin Chen、Dong Tang、Baohua Chen

  DOI：10.1002/adsc.201300590

  日期：2013.10.11

  AbstractA novel and efficient iron(III)‐catalyzed synthesis of 1,2,4‐trisubstituted imidazoles through the reactions of amidines and aldehydes in air has been developed. Five hydrogen dissociations involving CH and NH bond activation are realized under mild conditions in this approach. The procedure is sustainable, simple and environmentally friendly.magnified image
• Iron(III)-catalyzed synthesis of multi-substituted imidazoles via [3+2] cycloaddition reaction of nitroolefins and N-aryl benzamidines
  作者：Xiang Liu、Dong Wang、Baohua Chen

  DOI：10.1016/j.tet.2013.08.077

  日期：2013.11

  A novel and efficient iron(III)-catalyzed synthesis of multi-substituted imidazoles via [3+2] cycloaddition of nitroolefins and N-aryl benzamidines under the air atmosphere had been developed. This methodology is convenient, atom-economical, general, and eco-friendly in good yields and prefect regioselectivities.

  多取代的咪唑的通过一种新颖的和有效的铁（III）催化的合成[3 + 2] nitroolefins和环加成Ñ的空气气氛下，芳基苯甲脒已经被开发出来。这种方法很方便，原子经济性，一般情况下，在良好的收益率和完善的区域选择性环保。