(E)-(5,5,5-trifluoro-4-(phenylsulfonyl)pent-1-enyl)benzene | 1402748-62-2

• 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: (E)-(5,5,5-trifluoro-4-(phenylsulfonyl)pent-1-enyl)benzene
• 英文别名: [(E)-4-(benzenesulfonyl)-5,5,5-trifluoropent-1-enyl]benzene
• CAS: 1402748-62-2
• 化学式: C₁₇H₁₅F₃O₂S
• 分子量: 340.366
• InChiKey: NPIAUXPWVITMKP-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-(5,5,5-trifluoro-4-(phenylsulfonyl)pent-1-enyl)benzene 、 ethyl (E)-3-phenyl-2-propenyl carbonate 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 以86%的产率得到((1E,6E)-4-(phenylsulfonyl)-4-(trifluoromethyl)hepta-1,6-diene-1,7-diyl)dibenzene
  参考文献：
  名称：

  Palladium-catalyzed allylation of 2,2,2-trifluoroethyl phenyl sulfone, a potential 2,2,2-trifluoroethyl pronucleophile

  摘要：

  A palladium-catalyzed allylation reaction of PhSO2CH2CF3 (2) with a variety of allyl carbonates has been successfully developed for selective 2,2,2-trifluoroethylation under neutral conditions. With this method, the 1-phenylsulfonyl-2,2,2-trifluoroethyl moiety was efficiently transferred into organic compounds without the competing 13-elimination of fluoride, to afford a range of mono-allylated and di-allylated compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.094
• 作为产物：
  描述：

  2,2,2-trifluoroethyl phenyl sulfide 在 四(三苯基膦)钯 、 双氧水 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 25.0h， 生成 (E)-(5,5,5-trifluoro-4-(phenylsulfonyl)pent-1-enyl)benzene
  参考文献：
  名称：

  Palladium-catalyzed allylation of 2,2,2-trifluoroethyl phenyl sulfone, a potential 2,2,2-trifluoroethyl pronucleophile

  摘要：

  A palladium-catalyzed allylation reaction of PhSO2CH2CF3 (2) with a variety of allyl carbonates has been successfully developed for selective 2,2,2-trifluoroethylation under neutral conditions. With this method, the 1-phenylsulfonyl-2,2,2-trifluoroethyl moiety was efficiently transferred into organic compounds without the competing 13-elimination of fluoride, to afford a range of mono-allylated and di-allylated compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.094