2-(4,4-difluorobut-3-en-1-yl)phenyl trifluoromethanesulfonate

• 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: 2-(4,4-difluorobut-3-en-1-yl)phenyl trifluoromethanesulfonate
• 英文别名: [2-(4,4-Difluorobut-3-enyl)phenyl] trifluoromethanesulfonate；[2-(4,4-difluorobut-3-enyl)phenyl] trifluoromethanesulfonate
• 化学式: C₁₁H₉F₅O₃S
• 分子量: 316.249
• InChiKey: OWQJLIPSYWNDSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(4,4-difluorobut-3-en-1-yl)phenyl trifluoromethanesulfonate 在 四(三苯基膦)钯 三苯基膦 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 7.0h， 以10%的产率得到1-氟萘
  参考文献：
  名称：

  Activation of 1,1-Difluoro-1-alkenes with a Transition-Metal Complex:  Palladium(II)-Catalyzed Friedel–Crafts-Type Cyclization of 4,4-(Difluorohomoallyl)arenes

  摘要：

  Cationic palladium(II) ([Pd(MeCN)(4)](BF4)(2)) provides the first transition-metal-catalyzed method for electrophilic activation of electron-deficient 1,1-difluoro-1-alkenes, which allows their Friedel-Crafts-type cyclization with an intramolecular aryl group via a Wacker-type process. By using BF3 center dot OEt2, the cyclization was effected by a catalytic amount of the palladium without its reoxidation.

  DOI：

  10.1021/ol702279w
• 作为产物：
  描述：

  、 二溴二氟甲烷 在 4 A molecular sieve 、 三(二甲胺基)膦 作用下， 以 四氢呋喃 为溶剂， 生成 2-(4,4-difluorobut-3-en-1-yl)phenyl trifluoromethanesulfonate
  参考文献：
  名称：

  Activation of 1,1-Difluoro-1-alkenes with a Transition-Metal Complex:  Palladium(II)-Catalyzed Friedel–Crafts-Type Cyclization of 4,4-(Difluorohomoallyl)arenes

  摘要：

  Cationic palladium(II) ([Pd(MeCN)(4)](BF4)(2)) provides the first transition-metal-catalyzed method for electrophilic activation of electron-deficient 1,1-difluoro-1-alkenes, which allows their Friedel-Crafts-type cyclization with an intramolecular aryl group via a Wacker-type process. By using BF3 center dot OEt2, the cyclization was effected by a catalytic amount of the palladium without its reoxidation.

  DOI：

  10.1021/ol702279w

文献信息

• Activation of 1,1-Difluoro-1-alkenes with a Transition-Metal Complex:  Palladium(II)-Catalyzed Friedel–Crafts-Type Cyclization of 4,4-(Difluorohomoallyl)arenes
  作者：Misaki Yokota、Daishi Fujita、Junji Ichikawa

  DOI：10.1021/ol702279w

  日期：2007.10.1

  Cationic palladium(II) ([Pd(MeCN)(4)](BF4)(2)) provides the first transition-metal-catalyzed method for electrophilic activation of electron-deficient 1,1-difluoro-1-alkenes, which allows their Friedel-Crafts-type cyclization with an intramolecular aryl group via a Wacker-type process. By using BF3 center dot OEt2, the cyclization was effected by a catalytic amount of the palladium without its reoxidation.