3-(O,O-diisopropylphosphonodifluoromethyl)tetrahydrofuran

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 3-(O,O-diisopropylphosphonodifluoromethyl)tetrahydrofuran
• 英文别名: 3-[Difluoro-[oxido-di(propan-2-yloxy)phosphaniumyl]methyl]oxolane；3-[difluoro-[oxido-di(propan-2-yloxy)phosphaniumyl]methyl]oxolane
• 化学式: C₁₁H₂₁F₂O₄P
• 分子量: 286.256
• InChiKey: BDQDBSCPLUVZOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  diisopropyl methylsulfanyldichloromethylphosphonate 在 偶氮二异丁腈 、 三正丁基氢锡 、 triethylamine tris(hydrogen fluoride) 、 zinc dibromide 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 3.0h， 生成 3-(O,O-diisopropylphosphonodifluoromethyl)tetrahydrofuran
  参考文献：
  名称：

  Sulfanyl- and Selanyldifluoromethylphosphonates as a Source of Phosphonodifluoromethyl Radicals and Their Addition onto Alkenes

  摘要：

  [GRAPHICS]Two different strategies are shown to produce sulfanyl and selanyldifluoromethylphosphonates, Thus, treatment of sulfanyldichloromethylphosphonates by 3HF . NEt3 in the presence of zinc bromide produces the corresponding sulfanyldifluoromethylphosphonates. In addition, lithiation of difluoromethylphosphonates followed by quenching with phenylsulfanyl chloride, phenylselanyl chloride, or diphenyl diselenide yields the corresponding sulfanyl- and selanyldifluorophosphonates. Generation of phosphonodifluoromethyl radicals from such precursors in the presence of alkenes produces the expected adducts.

  DOI：

  10.1021/ol006746j

文献信息

• Sulfanyl- and Selanyldifluoromethylphosphonates as a Source of Phosphonodifluoromethyl Radicals and Their Addition onto Alkenes
  作者：Thierry Lequeux、Fanny Lebouc、Chrystel Lopin、Hongli Yang、Géraldine Gouhier、Serge R. Piettre

  DOI：10.1021/ol006746j

  日期：2001.1.1

  [GRAPHICS]Two different strategies are shown to produce sulfanyl and selanyldifluoromethylphosphonates, Thus, treatment of sulfanyldichloromethylphosphonates by 3HF . NEt3 in the presence of zinc bromide produces the corresponding sulfanyldifluoromethylphosphonates. In addition, lithiation of difluoromethylphosphonates followed by quenching with phenylsulfanyl chloride, phenylselanyl chloride, or diphenyl diselenide yields the corresponding sulfanyl- and selanyldifluorophosphonates. Generation of phosphonodifluoromethyl radicals from such precursors in the presence of alkenes produces the expected adducts.