E-3,5,7-tris(4-methylphenylsulfonyl)-2-pentene

• 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-3,5,7-tris(4-methylphenylsulfonyl)-2-pentene
• 英文别名: 1-[3-(Benzenesulfonyl)-3-[2-(4-methylphenyl)sulfonylethyl]pent-4-enyl]sulfonyl-4-methylbenzene
• 化学式: C₂₇H₃₀O₆S₃
• 分子量: 546.73
• InChiKey: KZJHXYKUSNEKIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对甲苯基乙烯基砜 、 烯丙基苯砜 在 N,N,N,N-tetraethylammonium tetrafluoroborate 作用下， 以 乙腈 为溶剂， 以94.5%的产率得到E-3,5,7-tris(4-methylphenylsulfonyl)-2-pentene
  参考文献：
  名称：

  烯丙基苯基砜与乙烯基砜的高效催化双加成反应

  摘要：

  已经实现了烯丙基苯基砜向各种乙烯基砜的高效电催化加成。这些加成反应是由反应物本身衍生的电生成的碱催化的，并提供90-94％的高极性分子收率，其中1摩尔烯丙基苯基砜已选择性地以线性加成方式连续添加到2摩尔乙烯基中砜。基本上没有观察到掺入2摩尔乙烯基砜以外的产物。除双官能烯烃外，二乙烯基砜可产生新型环化产物，尽管产率更高（41％）。已经发现，与锂盐相反，使用四烷基铵盐作为电解质可以提供电活性特别高的碱。

  DOI：

  10.1016/j.tetlet.2004.04.162

文献信息

• Efficient electrocatalytic addition reactions of allyl phenyl sulfone to electron deficient alkenes
  作者：Greg A.N. Felton、Nathan L. Bauld

  DOI：10.1016/j.tet.2005.01.125

  日期：2005.4

  The use of tetraalkylammonium salts as electrolytes has been found to allow the formation of electrogenerated bases of especially high reactivity. Such conditions allow allyl phenyl sulfone to undergo addition to a variety of electron deficient vinyl and propenyl compounds (sulfone, ketone, nitrile, and ester). The additions are catalyzed by electrogenerated bases derived from the reactant itself, rather than via an added pro-base. The nature of the substrate molecule is seen to affect which type of product is formed, leading to an interplay between addition to 1 mol of substrate or to 2 mol of substrate. Yields of 1: 1 adducts range from 6 to 81%, while yields of 1:2 adducts range from 57 to 96%. (c) 2005 Elsevier Ltd. All rights reserved.
• Highly efficient, catalytic bis addition reactions of allyl phenyl sulfone to vinyl sulfones
  作者：Greg A.N. Felton、Nathan L. Bauld

  DOI：10.1016/j.tetlet.2004.04.162

  日期：2004.6

  electrocatalytic additions of allyl phenyl sulfone to a variety of vinyl sulfones have been accomplished. The additions are catalyzed by electrogenerated bases derived from the reactant itself, and furnish 90–94% yields of highly polar molecules in which 1 mol of allyl phenyl sulfone has added consecutively, selectively, and in a linear addition mode to 2 mol of the vinyl sulfone. Essentially no products

  已经实现了烯丙基苯基砜向各种乙烯基砜的高效电催化加成。这些加成反应是由反应物本身衍生的电生成的碱催化的，并提供90-94％的高极性分子收率，其中1摩尔烯丙基苯基砜已选择性地以线性加成方式连续添加到2摩尔乙烯基中砜。基本上没有观察到掺入2摩尔乙烯基砜以外的产物。除双官能烯烃外，二乙烯基砜可产生新型环化产物，尽管产率更高（41％）。已经发现，与锂盐相反，使用四烷基铵盐作为电解质可以提供电活性特别高的碱。