trifluoroacetyl(N,N-diethyl)amidomethylenetriphenylphosphorane | 148192-41-0

• 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: trifluoroacetyl(N,N-diethyl)amidomethylenetriphenylphosphorane
• 英文别名: N,N-diethyl-4,4,4-trifluoro-3-oxo-2-(triphenyl-lambda5-phosphanylidene)butanamide；N,N-diethyl-4,4,4-trifluoro-3-oxo-2-(triphenyl-λ5-phosphanylidene)butanamide
• CAS: 148192-41-0
• 化学式: C₂₆H₂₅F₃NO₂P
• 分子量: 471.459
• InChiKey: CLNFQJNTYLEDEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  trifluoroacetyl(N,N-diethyl)amidomethylenetriphenylphosphorane 200.0~240.0 ℃ 、266.64 Pa 条件下， 以95%的产率得到N,N-diethyl-trifluoro-2-butynamide
  参考文献：
  名称：

  A convenient synthesis of perfluoroalkynamides

  摘要：

  Perfluoroalkynamides have been conveniently prepared by the following reaction sequence. Amidomethylenetriphenylphosphoranes (generated from the corresponding bromides and triethylamine) were acylated by the addition of perfluoroalkanoic anhydrides, followed by deprotonation with triethylamine to give the corresponding perfluoroacyl phosphoranes in 63-87% yield. Pyrolysis of these latter compounds under reduced pressure gave perfluoroalkynamides in 62-95% yields. The title compounds would be expected to be useful intermediates for the synthesis of fluorine-containing biologically active compounds.

  DOI：

  10.1016/s0022-1139(00)80419-4
• 作为产物：
  描述：

  N,N-diethyl-2-(triphenylphosphoranylidene)acetamide 、 三氟乙酸酐 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 trifluoroacetyl(N,N-diethyl)amidomethylenetriphenylphosphorane
  参考文献：
  名称：

  A convenient synthesis of perfluoroalkynamides

  摘要：

  Perfluoroalkynamides have been conveniently prepared by the following reaction sequence. Amidomethylenetriphenylphosphoranes (generated from the corresponding bromides and triethylamine) were acylated by the addition of perfluoroalkanoic anhydrides, followed by deprotonation with triethylamine to give the corresponding perfluoroacyl phosphoranes in 63-87% yield. Pyrolysis of these latter compounds under reduced pressure gave perfluoroalkynamides in 62-95% yields. The title compounds would be expected to be useful intermediates for the synthesis of fluorine-containing biologically active compounds.

  DOI：

  10.1016/s0022-1139(00)80419-4

文献信息

• A new one-pot synthesis of trifluoromethyl-2-enyl and 2,4-enynyl amides
  作者：Yanchang Shen、Shu Gao

  DOI：10.1016/s0022-1139(00)80111-6

  日期：1993.4

  A new one-pot synthesis of trifluoromethyl-2-enyl and 2,4-enynyl amides in 72-90% yield via ylide-anion formation and protonation is described.
• A convenient synthesis of perfluoroalkynamides
  作者：Yanchang Shen、Shu Gao

  DOI：10.1016/s0022-1139(00)80419-4

  日期：1993.3

  Perfluoroalkynamides have been conveniently prepared by the following reaction sequence. Amidomethylenetriphenylphosphoranes (generated from the corresponding bromides and triethylamine) were acylated by the addition of perfluoroalkanoic anhydrides, followed by deprotonation with triethylamine to give the corresponding perfluoroacyl phosphoranes in 63-87% yield. Pyrolysis of these latter compounds under reduced pressure gave perfluoroalkynamides in 62-95% yields. The title compounds would be expected to be useful intermediates for the synthesis of fluorine-containing biologically active compounds.