4,5-bis(3-nitrophenyl)-2-phenyl-2H-1,2,3-triazole | 160904-03-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-bis(3-nitrophenyl)-2-phenyl-2H-1,2,3-triazole
• 英文别名: 4,5-Bis(3-nitrophenyl)-2-phenyltriazole
• CAS: 160904-03-0
• 化学式: C₂₀H₁₃N₅O₄
• 分子量: 387.354
• InChiKey: ZHKAPIHOVMVOQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 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：
  122
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(3-nitrobenzylidene)-2-phenylhydrazine 在 copper(II) acetate monohydrate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以65%的产率得到4,5-bis(3-nitrophenyl)-2-phenyl-2H-1,2,3-triazole
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1021/jo300592t