4-bromo-5-cyclopropyl-2-(3-nitrobenzyl)-2H-1,2,3-triazole | 1384848-93-4

• 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-bromo-5-cyclopropyl-2-(3-nitrobenzyl)-2H-1,2,3-triazole
• 英文别名: 4-Bromo-5-cyclopropyl-2-[(3-nitrophenyl)methyl]triazole；4-bromo-5-cyclopropyl-2-[(3-nitrophenyl)methyl]triazole
• CAS: 1384848-93-4
• 化学式: C₁₂H₁₁BrN₄O₂
• 分子量: 323.149
• InChiKey: HKYLRGCETHKPHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环丙基三氟硼酸钾 、 4-bromo-5-iodo-2-(3-nitrobenzyl)-2H-1,2,3-triazole 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 caesium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 24.0h， 以74%的产率得到4-bromo-5-cyclopropyl-2-(3-nitrobenzyl)-2H-1,2,3-triazole
  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.