3-(4-trifluoromethylphenoxy)coumarin | 1413441-43-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(4-trifluoromethylphenoxy)coumarin
• 英文别名: 3-[4-(Trifluoromethyl)phenoxy]chromen-2-one；3-[4-(trifluoromethyl)phenoxy]chromen-2-one
• CAS: 1413441-43-6
• 化学式: C₁₆H₉F₃O₃
• 分子量: 306.241
• InChiKey: HXLJGDZCKMQEEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-羟基香豆素 、 4-三氟甲基苯硼酸 在 copper diacetate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以69%的产率得到3-(4-trifluoromethylphenoxy)coumarin
  参考文献：
  名称：

  Expedient Synthesis of Biologically Potent Aryloxycoumarins and (Aryloxyimino)ethylcoumarins via Copper(II)-Promoted Chan–Lam Coupling Reaction

  摘要：

  A convenient protocol for the efficient synthesis of aryloxycoumarins and (aryloxyimino) ethylcoumarins is described. The synthetic route developed involves the Cu-promoted C-O and N-O coupling reactions from readily available hydroxycoumarin and (hydroxyimino)ethylcoumarin derivatives in the presence of the catalytic system Cu(OAc)(2)/Et3N. By applying this condition, a series of arylboronic acids have been successfully reacted to afford the coupled products in fair to good yields.

  DOI：

  10.1080/00397911.2011.594544

文献信息

• Expedient Synthesis of Biologically Potent Aryloxycoumarins and (Aryloxyimino)ethylcoumarins via Copper(II)-Promoted Chan–Lam Coupling Reaction
  作者：Arunima Medda、Gargi Pal、Raghunath Singha、Tabassum Hossain、Achintya Saha、Asish R. Das

  DOI：10.1080/00397911.2011.594544

  日期：2013.1

  A convenient protocol for the efficient synthesis of aryloxycoumarins and (aryloxyimino) ethylcoumarins is described. The synthetic route developed involves the Cu-promoted C-O and N-O coupling reactions from readily available hydroxycoumarin and (hydroxyimino)ethylcoumarin derivatives in the presence of the catalytic system Cu(OAc)(2)/Et3N. By applying this condition, a series of arylboronic acids have been successfully reacted to afford the coupled products in fair to good yields.