1-ethenyl-1-phenylsulfonylcyclopent-3-ene

• 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: 1-ethenyl-1-phenylsulfonylcyclopent-3-ene
• 英文别名: (1-Ethenylcyclopent-3-en-1-yl)sulfonylbenzene
• 化学式: C₁₃H₁₄O₂S
• 分子量: 234.319
• InChiKey: UTESUIFUACGHDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  顺式-1,4-二氯-2-丁烯 、 烯丙基苯砜 在 正丁基锂 、 四甲基乙二胺 作用下， 生成 1-ethenyl-1-phenylsulfonylcyclopent-3-ene
  参考文献：
  名称：

  Stereochemical Dependence of the Bis-Alkylation Reaction of α,α-Dilithiated Allyl Phenyl Sulfone with cis- and trans-1,4-Dichloro-2-butene. A Convenient Method for the Synthesis of a Cyclohepta-1,4-diene System

  摘要：

  While the bis-alkylation of the dilithio derivative of allyl phenyl sulfone with cis-1,4-dichloro-2-butene produces the cyclopentene product, the similar reaction with the trans-dihalide affords the divinylcyclopropane product which rearranges smoothly, upon refluxing in xylenes, into the 1,4-cycloheptadiene system in 65% overall yield from allyl phenyl sulfone.

  DOI：

  10.1080/00397919408011198

文献信息

• Stereochemical Dependence of the Bis-Alkylation Reaction of α,α-Dilithiated Allyl Phenyl Sulfone with cis- and trans-1,4-Dichloro-2-butene. A Convenient Method for the Synthesis of a Cyclohepta-1,4-diene System
  作者：Houston、Koreeda

  DOI：10.1080/00397919408011198

  日期：1994.2

  While the bis-alkylation of the dilithio derivative of allyl phenyl sulfone with cis-1,4-dichloro-2-butene produces the cyclopentene product, the similar reaction with the trans-dihalide affords the divinylcyclopropane product which rearranges smoothly, upon refluxing in xylenes, into the 1,4-cycloheptadiene system in 65% overall yield from allyl phenyl sulfone.