1,1-dimethyl-4-oxo-2,6-diphenylpiperidinium triflate

• 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: 1,1-dimethyl-4-oxo-2,6-diphenylpiperidinium triflate
• 英文别名: (2S,6R)-1,1-dimethyl-2,6-diphenylpiperidin-1-ium-4-one;trifluoromethanesulfonate
• 化学式: CF₃O₃S*C₁₉H₂₂NO
• 分子量: 429.46
• InChiKey: FMYKNIMRDJLELX-AQDIUKAZSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  82.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  反式-1,2-二苯乙烯 、 1,1-dimethyl-4-oxo-2,6-diphenylpiperidinium triflate 在 Oxone 、 edetate disodium 、 碳酸氢钠 作用下， 以 水 、 乙腈 为溶剂， 以85%的产率得到联甲基苯乙烯酮
  参考文献：
  名称：

  Design of Efficient Ketone Catalysts for Epoxidation by Using the Field Effect

  摘要：

  By using the field effect (through-space charge-dipole or dipole-dipole interactions), efficient ketone catalysts 7 and 10 were developed for in situ epoxidation of olefins with Oxone. With either ketone 7 (10-20 mol %) or 10 (5-10 mol %) as catalyst, epoxidation of various olefins (2 mmol scale) at room temperature with 1.5 equiv of Oxone was complete in a short period of time with excellent isolated yields of epoxides (80-97%) and good ketone recovery (similar to 80%). Furthermore, the in situ epoxidation of olefins can be performed on a large scale (20-100 mmol) directly with 5 mol % of commercially available tetrahydrothiopyran-4-one, which is oxidized by Oxone to ketone 10 during the epoxidation reactions.

  DOI：

  10.1021/jo981270r
• 作为产物：
  描述：

  cis-2,6-diphenyl-N-methylpiperidin-4-one 、 三氟甲烷磺酸甲酯 以 二氯甲烷 为溶剂， 反应 8.25h， 以92%的产率得到1,1-dimethyl-4-oxo-2,6-diphenylpiperidinium triflate
  参考文献：
  名称：

  A piperidinium triflate catalyzed Biginelli reaction

  摘要：

  A piperidinium triflate, 1,1,3,5-tetramethyl-4-oxo-2,6-diphenylpiperidinium triflate, in acetonitrile efficiently catalyzes one synthetic operational construction of biopertinent hydropyrimidines from respective aldehyde, beta-dicarbonyl, and urea/thiourea building blocks. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.067