phenyl(5-phenyl-2-(pyridin-2-yl)-2H-1,2,3-triazol-4-yl)methanone | 1083311-27-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl(5-phenyl-2-(pyridin-2-yl)-2H-1,2,3-triazol-4-yl)methanone
• 英文别名: Phenyl-(5-phenyl-2-pyridin-2-yltriazol-4-yl)methanone；phenyl-(5-phenyl-2-pyridin-2-yltriazol-4-yl)methanone
• CAS: 1083311-27-6
• 化学式: C₂₀H₁₄N₄O
• 分子量: 326.357
• InChiKey: QGPXYJHJCGLOOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-碘吡啶 、 phenyl-(5-phenyl-2H-[1,2,3]triazol-4-yl)-methanone 在 potassium carbonate 、 L-脯氨酸 、 copper(l) chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以83%的产率得到phenyl(5-phenyl-2-(pyridin-2-yl)-2H-1,2,3-triazol-4-yl)methanone
  参考文献：
  名称：

  Efficient Synthesis of N-2-Aryl-1,2,3-Triazole Fluorophores via Post-Triazole Arylation

  摘要：

  Efficient post-triazole regloselective N-2 arylation was developed from C-4, C-5 disubstituted-1,2,3-NH-triazoles. Three different approaches had been investigated, including SNAr, Cu(I) catalyzed aryl amidation and Cu(II) mediated boronic acid coupling. The N-2-aryl triazoles were successfully synthesized with excellent yields. The structures were characterized by X-ray crystallography and some N-2-triazole products gave strong fluorescence with various emission controlled by the C-5 groups.

  DOI：

  10.1021/ol802246q

文献信息

• Efficient Synthesis of <i>N</i>-2-Aryl-1,2,3-Triazole Fluorophores via Post-Triazole Arylation
  作者：Yuxiu Liu、Wuming Yan、Yunfeng Chen、Jeffrey L. Petersen、Xiaodong Shi

  DOI：10.1021/ol802246q

  日期：2008.12.4

  Efficient post-triazole regloselective N-2 arylation was developed from C-4, C-5 disubstituted-1,2,3-NH-triazoles. Three different approaches had been investigated, including SNAr, Cu(I) catalyzed aryl amidation and Cu(II) mediated boronic acid coupling. The N-2-aryl triazoles were successfully synthesized with excellent yields. The structures were characterized by X-ray crystallography and some N-2-triazole products gave strong fluorescence with various emission controlled by the C-5 groups.