1-pivaloyl-1,2,3,6-tetrahydropyridin-4-yl nonafluorobutanesulfonate | 1346777-20-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: 1-pivaloyl-1,2,3,6-tetrahydropyridin-4-yl nonafluorobutanesulfonate
• 英文别名: [1-(2,2-dimethylpropanoyl)-3,6-dihydro-2H-pyridin-4-yl] 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
• CAS: 1346777-20-5
• 化学式: C₁₄H₁₆F₉NO₄S
• 分子量: 465.337
• InChiKey: IJIQDPULAREHRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1-pivaloyl-1,2,3,6-tetrahydropyridin-4-yl nonafluorobutanesulfonate 、 三乙基(三氟甲基)硅烷 在 rubidium fluoride 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以60%的产率得到2,2-dimethyl-1-[4-(trifluoromethyl)-3,6-dihydro-2H-pyridin-1-yl]propan-1-one
  参考文献：
  名称：

  The Palladium-Catalyzed Trifluoromethylation of Vinyl Sulfonates

  摘要：

  A method for the palladium-catalyzed trifluoromethylation of cyclohexenyl sulfonates has been developed. Various cyclohexenyl triflates and nonaflates underwent trifluoromethylation under mild reaction conditions using a catalyst system composed of Pd(dba)(2) or [(ally1)PdCl](2) and the monodentate biaryl phosphine ligand (t)BuXPhos. The trifluoromethyl anion (CF3-) or its equivalent for the process was generated in situ from TMSCF3 in combination with KF or TESCF3 in combination with RbF.

  DOI：

  10.1021/ol202885w
• 作为产物：
  描述：

  全氟丁基磺酰氟 、 1-叔丁基-羰基-4-哌啶酮 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 生成 1-pivaloyl-1,2,3,6-tetrahydropyridin-4-yl nonafluorobutanesulfonate
  参考文献：
  名称：

  The Palladium-Catalyzed Trifluoromethylation of Vinyl Sulfonates

  摘要：

  A method for the palladium-catalyzed trifluoromethylation of cyclohexenyl sulfonates has been developed. Various cyclohexenyl triflates and nonaflates underwent trifluoromethylation under mild reaction conditions using a catalyst system composed of Pd(dba)(2) or [(ally1)PdCl](2) and the monodentate biaryl phosphine ligand (t)BuXPhos. The trifluoromethyl anion (CF3-) or its equivalent for the process was generated in situ from TMSCF3 in combination with KF or TESCF3 in combination with RbF.

  DOI：

  10.1021/ol202885w