N-(2,2,3,3,4,4,5,5-octafluoropentanoyl)piperidine | 570428-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(2,2,3,3,4,4,5,5-octafluoropentanoyl)piperidine
• 英文别名: 2,2,3,3,4,4,5,5-octafluoro-1-(piperidin-1-yl)pentan-1-one；2,2,3,3,4,4,5,5-Octafluoro-1-piperidin-1-ylpentan-1-one
• CAS: 570428-39-6
• 化学式: C₁₀H₁₁F₈NO
• 分子量: 313.191
• InChiKey: FAAKAORFLNXBPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-(2,2,3,3,4,4,5,5-octafluoropentanoyl)piperidine 、 1-萘甲醛 在 三乙基氢硼化钾 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以61%的产率得到2,2,3,3,4,4,5,5-octafluoro-1-(naphthalen-1-yl)pentan-1-ol
  参考文献：
  名称：

  Polyfluoroalkylation of Carbonyl Compounds by Polyfluoroalkyl Anions Generated from Polyfluorcarboxamides

  摘要：

  Polyfluoroalkyl anions, generated by reduction of (polyfluoroalkanoyl)piperidines with Et3BHK, were used for the polyfluoroalkylation of carbonyl compounds. Trifluoromethylation of aromatic aldehydes proceeded in good yields, and that of aliphatic aldehydes afforded a moderate yield. In contrast, the yield was low when the reaction involved benzophenone. Pentafluoroethylation and octafluorobutylation of aldehydes were also carried out by using the corresponding (polyfluoroalkanoyl)piperidines, which were prepared from commercially available polyfluorocompounds. The (polyfluoroalkanoyDpiperidines were also prepared through polyfluorination, and were used in the polyfluoroalkylation of aldehydes.

  DOI：

  10.3987/com-13-s(s)84
• 作为产物：
  描述：

  哌啶 、 2,2,3,3,4,4,5,5-八氟戊酸乙酯 反应 3.0h， 以87%的产率得到N-(2,2,3,3,4,4,5,5-octafluoropentanoyl)piperidine
  参考文献：
  名称：

  1H-全氟烷烃的铜催化芳基化

  摘要：

  已经开发了一种用于容易获得的 1H-全氟烷烃的芳基化的通用方法。该方法使用芳基碘化物和 1H-全氟烷烃试剂、DMPU 溶剂、TMP(2)Zn 碱和氯化铜/菲咯啉催化剂。报告了初步的机械研究。

  DOI：

  10.1021/ja2041942

文献信息

• Polyfluoroalkylation of Carbonyl Compounds by Polyfluoroalkyl Anions Generated from Polyfluorcarboxamides
  作者：Shoji Hara、Natshumi Wakita

  DOI：10.3987/com-13-s(s)84

  日期：——

  Polyfluoroalkyl anions, generated by reduction of (polyfluoroalkanoyl)piperidines with Et3BHK, were used for the polyfluoroalkylation of carbonyl compounds. Trifluoromethylation of aromatic aldehydes proceeded in good yields, and that of aliphatic aldehydes afforded a moderate yield. In contrast, the yield was low when the reaction involved benzophenone. Pentafluoroethylation and octafluorobutylation of aldehydes were also carried out by using the corresponding (polyfluoroalkanoyl)piperidines, which were prepared from commercially available polyfluorocompounds. The (polyfluoroalkanoyDpiperidines were also prepared through polyfluorination, and were used in the polyfluoroalkylation of aldehydes.
• Copper-Catalyzed Arylation of 1<i>H</i>-Perfluoroalkanes
  作者：Ilya Popov、Sergey Lindeman、Olafs Daugulis

  DOI：10.1021/ja2041942

  日期：2011.6.22

  A general method has been developed for arylation of readily available 1H-perfluoroalkanes. The method employs aryl iodide and 1H-perfluoroalkane reagents, DMPU solvent, TMP(2)Zn base, and a copper chloride/phenanthroline catalyst. Preliminary mechanistic studies are reported.

  已经开发了一种用于容易获得的 1H-全氟烷烃的芳基化的通用方法。该方法使用芳基碘化物和 1H-全氟烷烃试剂、DMPU 溶剂、TMP(2)Zn 碱和氯化铜/菲咯啉催化剂。报告了初步的机械研究。