1-(2,4-difluorophenyl)-3-trifluoromethyl-1H-pyrazole | 1114295-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2,4-difluorophenyl)-3-trifluoromethyl-1H-pyrazole
• 英文别名: 1-(2,4-Difluorophenyl)-3-(trifluoromethyl)pyrazole；1-(2,4-difluorophenyl)-3-(trifluoromethyl)pyrazole
• CAS: 1114295-67-8
• 化学式: C₁₀H₅F₅N₂
• mdl: MFCD22757308
• 分子量: 248.155
• InChiKey: JSSFJBMFOONOMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(三氟甲基)吡唑 、 2,4-二氟碘苯 在 copper(I) oxide 、 水杨醛肟 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以10%的产率得到1-(2,4-difluorophenyl)-3-trifluoromethyl-1H-pyrazole
  参考文献：
  名称：

  N-Arylation of nitrogen heterocycles with 2,4-difluoroiodobenzene

  摘要：

  Arylation reactions of NH-heterocycles [specifically, pyrazole, 3-(trifluoromethyl)pyrazole, imidazole and pyrrole] with 2,4-difluoroiodobenzene in the absence and presence of copper catalysis are described. The combination of fluor and iodo substituents in the same aryl substrate has facilitated both SNAr reactions at the C-F bonds and copper-catalysed Ullmann-type coupling reactions at the C-I bond. Products arising from regioselective reactions and multiple substitutions have been isolated, providing a range of new N-arylated pyrazole, imidazole and pyrrole derivatives. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.036

文献信息

• N-Arylation of nitrogen heterocycles with 2,4-difluoroiodobenzene
  作者：Rukkiat Jitchati、Andrei S. Batsanov、Martin R. Bryce

  DOI：10.1016/j.tet.2008.11.036

  日期：2009.1

  Arylation reactions of NH-heterocycles [specifically, pyrazole, 3-(trifluoromethyl)pyrazole, imidazole and pyrrole] with 2,4-difluoroiodobenzene in the absence and presence of copper catalysis are described. The combination of fluor and iodo substituents in the same aryl substrate has facilitated both SNAr reactions at the C-F bonds and copper-catalysed Ullmann-type coupling reactions at the C-I bond. Products arising from regioselective reactions and multiple substitutions have been isolated, providing a range of new N-arylated pyrazole, imidazole and pyrrole derivatives. (C) 2008 Elsevier Ltd. All rights reserved.