1-benzyl-4-methyl-5-propyl-1H-[1,2,3]triazole

• 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: 1-benzyl-4-methyl-5-propyl-1H-[1,2,3]triazole
• 英文别名: 1-Benzyl-4-methyl-5-propyltriazole；1-benzyl-4-methyl-5-propyltriazole
• 化学式: C₁₃H₁₇N₃
• 分子量: 215.298
• InChiKey: IAOQOXCDEPTUTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-已炔 、 苄基叠氮 在 二(三苯基膦)环戊二烯基氯化钌(II) 作用下， 以 苯 为溶剂， 反应 16.0h， 以56 mg的产率得到1-benzyl-4-methyl-5-propyl-1H-[1,2,3]triazole
  参考文献：
  名称：

  A Study of the Scope and Regioselectivity of the Ruthenium-Catalyzed [3 + 2]-Cycloaddition of Azides with Internal Alkynes

  摘要：

  [3 + 2]-Cycloadditions of alkyl azides with various unsymmetrical internal alkynes in the presence of Cp*RuCl(PPh3)(2) as catalyst in refluxing benzene have been examined, leading to 1,4,5-trisubstituted-1,2,3-triazoles. Whereas alkyl phenyl and dialkyl acetylenes undergo cycloadditions to afford mixtures of regioisomeric 1,2,3-triazoles, acyl-substituted internal alkynes react with complete regioselectivity. In addition, propargyl alcohols and propargyl amines were found to react with azides to afford single regioisomeric products.

  DOI：

  10.1021/jo061688m

文献信息

• A Study of the Scope and Regioselectivity of the Ruthenium-Catalyzed [3 + 2]-Cycloaddition of Azides with Internal Alkynes
  作者：Max M. Majireck、Steven M. Weinreb

  DOI：10.1021/jo061688m

  日期：2006.10.1

  [3 + 2]-Cycloadditions of alkyl azides with various unsymmetrical internal alkynes in the presence of Cp*RuCl(PPh3)(2) as catalyst in refluxing benzene have been examined, leading to 1,4,5-trisubstituted-1,2,3-triazoles. Whereas alkyl phenyl and dialkyl acetylenes undergo cycloadditions to afford mixtures of regioisomeric 1,2,3-triazoles, acyl-substituted internal alkynes react with complete regioselectivity. In addition, propargyl alcohols and propargyl amines were found to react with azides to afford single regioisomeric products.