4-(4-Methylphenyl)-1-octyl-5-phenyltriazole | 1144506-55-7

• 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-Methylphenyl)-1-octyl-5-phenyltriazole
• CAS: 1144506-55-7
• 化学式: C₂₃H₂₉N₃
• 分子量: 347.503
• InChiKey: FGSPNQBHWZRMKG-UHFFFAOYSA-N

物化性质

• 沸点：
  480.1±53.0 °C(predicted)
• 密度：
  1.03±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.28
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  30.71
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  碘苯 、 1-octyl-4-(p-tolyl)-1H-1,2,3-triazole 在 copper(l) chloride 、 lithium tert-butoxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 以91%的产率得到4-(4-Methylphenyl)-1-octyl-5-phenyltriazole
  参考文献：
  名称：

  Copper(I)-Catalyzed Direct Arylation of 1,4-Disubstituted 1,2,3-Triazoles with Aryl Iodides

  摘要：

  Treatment of 1,4-disubstituted 1,2,3-triazoles with aryl iodides in the presence of a catalytic amount of copper chloride and lithium tert-butoxide (stoichiometric) in DMF at 140 degrees C leads to arylation at the 5-position. Various combinations of substituted aryl iodides and 1,4-disubstituted 1,2,3-triazoles bearing functional groups were found to be compatible.

  DOI：

  10.3987/com-08-11546

文献信息

• Cu/Pd-Catalyzed, Three-Component Click Reaction of Azide, Alkyne, and Aryl Halide: One-Pot Strategy toward Trisubstituted Triazoles
  作者：Fang Wei、Haoyu Li、Chuanling Song、Yudao Ma、Ling Zhou、Chen-Ho Tung、Zhenghu Xu

  DOI：10.1021/acs.orglett.5b01342

  日期：2015.6.5

  A Cu/Pd-catalyzed, three-component click reaction of azide, alkyne, and aryl halide has been developed. By using this Cu/Pd transmetalation relay catalysis, a variety of 1,4,5-trisubstituted 1,2,3-triazoles were quickly assembled in one step in high yields with complete regioselectivity, just like assembling Lego bricks. Notably, different from the well-established CuAAC click reactions only working on terminal alkynes, this reaction offers an alternative solution for the problem of the click reaction of internal alkynes.