2-(4,5-Dibromotriazol-2-yl)-5-nitrobenzaldehyde | 1192847-35-0

• 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: 2-(4,5-Dibromotriazol-2-yl)-5-nitrobenzaldehyde
• 英文别名: 2-(4,5-dibromotriazol-2-yl)-5-nitrobenzaldehyde
• CAS: 1192847-35-0
• 化学式: C₉H₄Br₂N₄O₃
• 分子量: 375.964
• InChiKey: HLBYBWOTDBDULJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,5-二溴-2H-1,2,3-三唑 、 2-氟-5-硝基苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以93%的产率得到2-(4,5-Dibromotriazol-2-yl)-5-nitrobenzaldehyde
  参考文献：
  名称：

  Highly Regioselective N-2 Arylation of 4,5-Dibromo-1,2,3-triazole: Efficient Synthesis of 2-Aryltriazoles

  摘要：

  Reaction of 4,5-dibromo-1,2,3-triazole with electron-deficient aromatic halides in the presence of potassium carbonate in DMF produces the corresponding 2-aryl-4,5-dibromotriazoles with high regioselectivity. Subsequent debromination of these triazoles by hydrogenation furnishes 2-aryltriazoles in excellent yields. Overall, this two-step process provides an efficient access to 2-aryl-1,2,3-triazoles.

  DOI：

  10.1021/ol9019875

文献信息

• Highly Regioselective <i>N</i>-2 Arylation of 4,5-Dibromo-1,2,3-triazole: Efficient Synthesis of 2-Aryltriazoles
  作者：Xiao-jun Wang、Li Zhang、Heewon Lee、Nizar Haddad、Dhileepkumar Krishnamurthy、Chris H. Senanayake

  DOI：10.1021/ol9019875

  日期：2009.11.5

  Reaction of 4,5-dibromo-1,2,3-triazole with electron-deficient aromatic halides in the presence of potassium carbonate in DMF produces the corresponding 2-aryl-4,5-dibromotriazoles with high regioselectivity. Subsequent debromination of these triazoles by hydrogenation furnishes 2-aryltriazoles in excellent yields. Overall, this two-step process provides an efficient access to 2-aryl-1,2,3-triazoles.