4-(trimethylsilylethynyl)-1-(4-methoxyphenyl)-1H-1,2,3-triazole | 1204428-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(trimethylsilylethynyl)-1-(4-methoxyphenyl)-1H-1,2,3-triazole
• CAS: 1204428-90-9
• 化学式: C₁₄H₁₇N₃OSi
• 分子量: 271.394
• InChiKey: JVWNJINDBGYIGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  39.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  碘苯 、 4-(trimethylsilylethynyl)-1-(4-methoxyphenyl)-1H-1,2,3-triazole 在 甲醇 、 四(三苯基膦)钯 、 potassium carbonate 、 silver(I) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到4-(phenylethynyl)-1-(4-methoxyphenyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  An easy access to unsymmetrically substituted 4,4′-bi-1,2,3-triazoles

  摘要：

  A convenient synthesis of 4-alkynyl-1,2,3-triazoles and novel unsymmetrically substituted 4,4'-bi-1,2,3-triazole derivatives has been devised starting from easily available 1-trimethylsilyi-1,3-butadiyne. The starting compound was reacted with several azides, leading to 4-(silylalkynyl)-1,2,3-triazoles, which were easily transformed into 4-arylalkynyl-1,2,3-triazoles by a Pd catalyzed coupling reaction with aryl halides, or into novel 4,4'-bi-1,2,3-triazole derivatives by a subsequent cyclization reaction with azides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.078
• 作为产物：
  描述：

  (Trimethylsilyl)butadiyne 、 1-叠氮基-4-甲氧基苯 在 copper(II) acetate monohydrate 作用下， 以 水 为溶剂， 以51%的产率得到4-(trimethylsilylethynyl)-1-(4-methoxyphenyl)-1H-1,2,3-triazole
  参考文献：
  名称：

  An easy access to unsymmetrically substituted 4,4′-bi-1,2,3-triazoles

  摘要：

  A convenient synthesis of 4-alkynyl-1,2,3-triazoles and novel unsymmetrically substituted 4,4'-bi-1,2,3-triazole derivatives has been devised starting from easily available 1-trimethylsilyi-1,3-butadiyne. The starting compound was reacted with several azides, leading to 4-(silylalkynyl)-1,2,3-triazoles, which were easily transformed into 4-arylalkynyl-1,2,3-triazoles by a Pd catalyzed coupling reaction with aryl halides, or into novel 4,4'-bi-1,2,3-triazole derivatives by a subsequent cyclization reaction with azides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.078