4-((4-bromo-5-iodo-1H-1,2,3-triazol-1-yl)methyl)benzonitrile | 1384848-53-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-((4-bromo-5-iodo-1H-1,2,3-triazol-1-yl)methyl)benzonitrile
• 英文别名: 4-[(4-Bromo-5-iodotriazol-1-yl)methyl]benzonitrile；4-[(4-bromo-5-iodotriazol-1-yl)methyl]benzonitrile
• CAS: 1384848-53-6
• 化学式: C₁₀H₆BrIN₄
• 分子量: 388.993
• InChiKey: GYCDXGGAKVMVTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-bromo-5-iodo-1,2,3-triazole 、 对氰基溴化苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到4-((4-bromo-5-iodo-2H-1,2,3-triazol-2-yl)methyl)benzonitrile
  参考文献：
  名称：

  Regioselective Synthesis of Polysubstituted N2-Alkyl/Aryl-1,2,3-Triazoles via 4-Bromo-5-iodo-1,2,3-triazole

  摘要：

  The regioselective N2-substitution of 4-bromo-5-iodo-1,2,3-triazole with alkyl/aryl halides in the presence of K2CO3 in DMF produced the desired 2-substituted 4-bromo-5-iodo-1,2,3-triazoles as a major products in good to excellent regioselectivity. Subsequent chemoselective Suzuki-Miyaura cross-coupling reaction of N2-substituted 4-bromo-5-iodo-1,2,3-triazoles provided polysubstituted 1,2,3-triazoles efficiently.

  DOI：

  10.1055/s-0031-1290770

文献信息

• Regioselective Synthesis of Polysubstituted N2-Alkyl/Aryl-1,2,3-Triazoles via 4-Bromo-5-iodo-1,2,3-triazole
  作者：Li Zhang、Zhibin Li、Xiao-jun Wang、Nathan Yee、Chris Senanayake

  DOI：10.1055/s-0031-1290770

  日期：2012.4

  The regioselective N2-substitution of 4-bromo-5-iodo-1,2,3-triazole with alkyl/aryl halides in the presence of K2CO3 in DMF produced the desired 2-substituted 4-bromo-5-iodo-1,2,3-triazoles as a major products in good to excellent regioselectivity. Subsequent chemoselective Suzuki-Miyaura cross-coupling reaction of N2-substituted 4-bromo-5-iodo-1,2,3-triazoles provided polysubstituted 1,2,3-triazoles efficiently.