4-(4-fluorophenyl)-1,2-diphenyl-1H-imidazole | 1423126-00-4

• 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-(4-fluorophenyl)-1,2-diphenyl-1H-imidazole
• 英文别名: 4-(4-Fluorophenyl)-1,2-diphenylimidazole；4-(4-fluorophenyl)-1,2-diphenylimidazole
• CAS: 1423126-00-4
• 化学式: C₂₁H₁₅FN₂
• 分子量: 314.362
• InChiKey: FRVKHNQJCSQCHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲腈 在 sodium hydride 、 三氟乙酸 作用下， 以 二甲基亚砜 、 1,2-二氯乙烷 、 mineral oil 为溶剂， 反应 12.0h， 生成 4-(4-fluorophenyl)-1,2-diphenyl-1H-imidazole
  参考文献：
  名称：

  通过N-苯基苯甲酰胺和环氧化亚砜ox的酸催化合成咪唑衍生物

  摘要：

  在这项研究中报道了一种直接的方法，该方法由酸催化的am和sulf基磺酸盐合成咪唑衍生物。具体而言，在DCE溶剂中由三氟乙酸催化可提高无金属条件下的合成效率。生产了一系列咪唑支架，收率良好至优异。

  DOI：

  10.1016/j.tet.2019.04.004

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。
• I₂-Catalyzed diamination of acetyl-compounds for the synthesis of multi-substituted imidazoles
  作者：Jinpeng Qu、Ping Wu、Dong Tang、Xu Meng、Yongxin Chen、Shuaibo Guo、Baohua Chen

  DOI：10.1039/c5nj00910c

  日期：——

  We have successfully developed the I₂-catalysed synthesis of substituted imidazole derivatives from amidines and ketones in good to excellent yields and 100% regioselectivity.

  我们已成功开发出I₂催化的合成方法，用于从酰胺和酮中制备取代咪唑衍生物，产率良好至极佳，且100％选择性。
• 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
• Acid-catalyzed synthesis of imidazole derivatives via N-phenylbenzimidamides and sulfoxonium ylides cyclization
  作者：Yuan Tian、Mingda Qin、Xueying Yang、Xueguo Zhang、Yafeng Liu、Xin Guo、Baohua Chen

  DOI：10.1016/j.tet.2019.04.004

  日期：2019.5

  A straightforward method to synthesize imidazole derivatives from amidines and sulfoxonium ylides catalyzed by acids is reported in this study. Specifically, catalyzed by trifluoroacetic acid in DCE solvents can improve synthesis efficiency under metal-free conditions. A series of imidazole scaffolds were produced in good to excellent yields.

  在这项研究中报道了一种直接的方法，该方法由酸催化的am和sulf基磺酸盐合成咪唑衍生物。具体而言，在DCE溶剂中由三氟乙酸催化可提高无金属条件下的合成效率。生产了一系列咪唑支架，收率良好至优异。