2-(2,4-dimethoxyphenyl)-3,3-difluoro-2H-furan | 958232-05-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2,4-dimethoxyphenyl)-3,3-difluoro-2H-furan
• CAS: 958232-05-8
• 化学式: C₁₂H₁₂F₂O₃
• 分子量: 242.222
• InChiKey: HPGQYFSVXQPSFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,4-dimethoxyphenyl)-3,3-difluoro-2H-furan 在 钯 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 3,3-difluoro-2-(2,4-dimethoxylphenyl)-tetrahydrofuran
  参考文献：
  名称：

  Selective Synthesis of Fluorinated Furan Derivatives via AgNO₃-Catalyzed Activation of an Electronically Deficient Triple Bond

  摘要：

  The transition metal-catalyzed direct activation of electron deficient triple bonds was investigated by using the combined electron withdrawing effects of two fluorine atoms to modulate the electronic density of the triple bond. With use of catalytic amounts of AgNO3 (10 mol %) the synthesis of substituted 3,3-difluoro-4,5-dihydrofurans from gem-diflou rohomopropargyl alcohols occurred in excellent NMR yields. Treatment of these dihydrofurans with SiO2 or Pd/H-2 yielded the corresponding 3-fluorinated furans and 3,3-difluorotetrahydrofurans.

  DOI：

  10.1021/jo701616c
• 作为产物：
  描述：

  在 silver nitrate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 2-(2,4-dimethoxyphenyl)-3,3-difluoro-2H-furan
  参考文献：
  名称：

  Selective Synthesis of Fluorinated Furan Derivatives via AgNO₃-Catalyzed Activation of an Electronically Deficient Triple Bond

  摘要：

  The transition metal-catalyzed direct activation of electron deficient triple bonds was investigated by using the combined electron withdrawing effects of two fluorine atoms to modulate the electronic density of the triple bond. With use of catalytic amounts of AgNO3 (10 mol %) the synthesis of substituted 3,3-difluoro-4,5-dihydrofurans from gem-diflou rohomopropargyl alcohols occurred in excellent NMR yields. Treatment of these dihydrofurans with SiO2 or Pd/H-2 yielded the corresponding 3-fluorinated furans and 3,3-difluorotetrahydrofurans.

  DOI：

  10.1021/jo701616c