(3,5-dimethylphenyl)(5-pentyl-2H-1,2,3-triazol-4-yl)methanone | 1171249-19-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3,5-dimethylphenyl)(5-pentyl-2H-1,2,3-triazol-4-yl)methanone
• 英文别名: (3,5-dimethylphenyl)-(5-pentyl-2H-triazol-4-yl)methanone
• CAS: 1171249-19-6
• 化学式: C₁₆H₂₁N₃O
• 分子量: 271.362
• InChiKey: ZSRBXVMNFPTJCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-庚炔 、 3,5-二甲基苯甲酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以95%的产率得到(3,5-dimethylphenyl)(5-pentyl-2H-1,2,3-triazol-4-yl)methanone
  参考文献：
  名称：

  Facile One-Pot Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles through Sonogashira Coupling/1,3-Dipolar Cycloaddition of Acid Chlorides, Terminal Acetylenes, and Sodium Azide

  摘要：

  A novel and efficient way of synthesizing 4,5-disubstituted-1,2,3-(NH)-triazoles through palladium-catalyzed and ultrasonic promoted Sonogashira coupling/1,3-dipolar cycloaddition of acid chlorides, terminal acetylenes, and sodium azide in one pot is developed. The reaction scope is quite general, and the methodology can produce excellent yields. The regioselective 1,4,5-trisubstituted-1,2,3-(NH)-triazoles can be made easily from 4,5-disubstituted-1,2,3-(NH)-triazoles.

  DOI：

  10.1021/ol901040d

文献信息

• Facile One-Pot Synthesis of 4,5-Disubstituted 1,2,3-(NH)-Triazoles through Sonogashira Coupling/1,3-Dipolar Cycloaddition of Acid Chlorides, Terminal Acetylenes, and Sodium Azide
  作者：Jihui Li、Dong Wang、Yuanqing Zhang、Jiting Li、Baohua Chen

  DOI：10.1021/ol901040d

  日期：2009.7.16

  A novel and efficient way of synthesizing 4,5-disubstituted-1,2,3-(NH)-triazoles through palladium-catalyzed and ultrasonic promoted Sonogashira coupling/1,3-dipolar cycloaddition of acid chlorides, terminal acetylenes, and sodium azide in one pot is developed. The reaction scope is quite general, and the methodology can produce excellent yields. The regioselective 1,4,5-trisubstituted-1,2,3-(NH)-triazoles can be made easily from 4,5-disubstituted-1,2,3-(NH)-triazoles.