1-trifluoromethyloxy-2,2,6,6-tetramethyl-4-hydroxypiperidine | 1415606-73-3

• 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: 1-trifluoromethyloxy-2,2,6,6-tetramethyl-4-hydroxypiperidine
• 英文别名: 2,2,6,6-Tetramethyl-1-(trifluoromethoxy)piperidin-4-ol
• CAS: 1415606-73-3
• 化学式: C₁₀H₁₈F₃NO₂
• 分子量: 241.254
• InChiKey: KAEPCNRUMVMDSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(三氟甲基)-1,2-苯碘酰-3(1H)-酮 、 阻聚剂701 在 四甲基乙二胺 、 亚甲兰 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到1-trifluoromethyloxy-2,2,6,6-tetramethyl-4-hydroxypiperidine
  参考文献：
  名称：

  Metal-Free Photocatalytic Radical Trifluoromethylation Utilizing Methylene Blue and Visible Light Irradiation

  摘要：

  The use of organofluorine compounds, especially those with an incorporated trifluoromethyl moiety, has increased dramatically in both the pharmaceutical and agrochemical industry. It has therefore become imperative to develop a mild and efficient synthetic technique for the inclusion of trifluoromethyl groups. Herein, we report the first use of methylene blue as a photosensitizer for the catalytic radical trifluoro- and hydrotrifluoromethylation of electron-rich heterocycles as well as terminal alkenes and alkynes under visible light irradiation. These reactions proceed with moderate to good yields at low catalyst concentrations; short irradiation times; and most importantly, without the need for potentially toxic transition-metal catalysts. In this work, considerable emphasis was also placed on understanding the kinetics of the mechanistically key steps through the use of laser flash photolysis techniques to more efficiently optimize the reaction conditions.

  DOI：

  10.1021/cs5005823