4,5-bis(4-chlorophenyl)-2-phenyl-2H-1,2,3-triazole | 29095-05-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-bis(4-chlorophenyl)-2-phenyl-2H-1,2,3-triazole
• 英文别名: 4,5-bis-(4-chloro-phenyl)-2-phenyl-2H-[1,2,3]triazole；4,5-Bis(4-chlorophenyl)-2-phenyltriazole
• CAS: 29095-05-4
• 化学式: C₂₀H₁₃Cl₂N₃
• 分子量: 366.249
• InChiKey: ABIVEGFJXBRDEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  25
• 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：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-(4-chlorophenyl)-2-phenyl-2H-tetrazole 以 2-甲基四氢呋喃 、 异丙醇 为溶剂， 反应 16.0h， 以27%的产率得到4,5-bis(4-chlorophenyl)-2-phenyl-2H-1,2,3-triazole
  参考文献：
  名称：

  通过光化学生成的腈亚胺中间体从 2,5-二取代四唑区域特异性合成 N2-芳基 1,2,3-三唑

  摘要：

  在光化学条件下，由 2,5-二取代四唑合成 N2-芳基 1,2,3-三唑。这种简单而温和的一步反应通过腈亚胺中间体提供了对 2,4,5-取代的 1,2,3-三唑的区域特异性访问。还研究了烷基和杂环衍生物的合成。

  DOI：

  10.1055/s-0034-1379010

文献信息

• Copper(II)-Catalyzed Aerobic Oxidative Synthesis of Substituted 1,2,3- and 1,2,4-Triazoles from Bisarylhydrazones via C–H Functionalization/C–C/N–N/C–N Bonds Formation
  作者：Murali Mohan Guru、Tharmalingam Punniyamurthy

  DOI：10.1021/jo300592t

  日期：2012.6.1

  An unprecedented copper(II)-catalyzed aerobic oxidative synthesis of 2,4,5-triary1-1,2,3-triazoles and 1,3,5-triaryl-1,2,4-triazoles from bisarylhydrazones as the common starting precursor has been achieved via cascade C-H functionalization/C-C/N-N/C-N bonds formation under mild reaction conditions. One of the enthralling outcomes of this strategy is the copper(II)-catalyzed room temperature C-H functionalization/C-N bond formation in presence of air, which has been accomplished during the synthesis of substituted 1,2,4-triazoles. This new class of compounds could give prospective luminescence as an iconic component in the area of pharmaceutical and biological sciences. The intermediates for both the processes have been isolated to elucidate the mechanistic scenario.
• Butler Richard N., OShea Donal F., J. Chem. Res. Synop, (1994) N 9, S 350-351
  作者：Butler Richard N., OShea Donal F.

  DOI：——

  日期：——
• Regiospecific Synthesis of N2-Aryl 1,2,3-Triazoles from 2,5-Disubstituted Tetrazoles via Photochemically Generated Nitrile Imine Intermediates
  作者：Robert Harris、Craig Jamieson、Sam Stewart

  DOI：10.1055/s-0034-1379010

  日期：——

  The synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles was achieved under photochemical conditions. This simple and mild one-step reaction provides regiospecific access to 2,4,5-substituted 1,2,3-triazoles via a nitrile imine intermediate. Syntheses of alkyl and heterocylic derivatives were also investigated.

  在光化学条件下，由 2,5-二取代四唑合成 N2-芳基 1,2,3-三唑。这种简单而温和的一步反应通过腈亚胺中间体提供了对 2,4,5-取代的 1,2,3-三唑的区域特异性访问。还研究了烷基和杂环衍生物的合成。