ethyl 2,2-difluoro-2-(3-(4-bromophenyl)benzofuran-2-yl)acetate | 1618665-79-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: ethyl 2,2-difluoro-2-(3-(4-bromophenyl)benzofuran-2-yl)acetate
• 英文别名: Ethyl 2-[3-(4-bromophenyl)-1-benzofuran-2-yl]-2,2-difluoroacetate；ethyl 2-[3-(4-bromophenyl)-1-benzofuran-2-yl]-2,2-difluoroacetate
• CAS: 1618665-79-4
• 化学式: C₁₈H₁₃BrF₂O₃
• 分子量: 395.2
• InChiKey: MJAFSCDAYMCXGE-UHFFFAOYSA-N

物化性质

• 沸点：
  467.9±45.0 °C(predicted)
• 密度：
  1.469±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二氟溴乙酸乙酯 、 3-(4-bromophenyl)benzofuran 在 copper(l) iodide 、 1,10-菲罗啉 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以62%的产率得到ethyl 2,2-difluoro-2-(3-(4-bromophenyl)benzofuran-2-yl)acetate
  参考文献：
  名称：

  Copper-Catalyzed Direct C-2 Difluoromethylation of Furans and Benzofurans: Access to C-2 CF₂H Derivatives

  摘要：

  We report herein the first copper-catalyzed C-2 difluoromethylation of furans and benzofurans. The developed methodology allows the selective introduction of the CF2CO2Et moiety at C-2 using CuI as a catalyst. This process was applied to a broad range of furans and benzofurans, giving the functionalized products in moderate to good yields. The resulting products were then decarboxylated to afford the highly valuable C-2-CF2H-substituted furans and benzofurans in good yields.

  DOI：

  10.1021/jo5010907

文献信息

• Copper-Catalyzed Direct C-2 Difluoromethylation of Furans and Benzofurans: Access to C-2 CF₂H Derivatives
  作者：Marie-Charlotte Belhomme、Thomas Poisson、Xavier Pannecoucke

  DOI：10.1021/jo5010907

  日期：2014.8.1

  We report herein the first copper-catalyzed C-2 difluoromethylation of furans and benzofurans. The developed methodology allows the selective introduction of the CF2CO2Et moiety at C-2 using CuI as a catalyst. This process was applied to a broad range of furans and benzofurans, giving the functionalized products in moderate to good yields. The resulting products were then decarboxylated to afford the highly valuable C-2-CF2H-substituted furans and benzofurans in good yields.