(E)-2-(phenylsulfonyl)-1-(phenylthio)-2-butene | 121410-20-6

• 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)-2-(phenylsulfonyl)-1-(phenylthio)-2-butene
• 英文别名: [(E)-2-(benzenesulfonyl)but-2-enyl]sulfanylbenzene
• CAS: 121410-20-6
• 化学式: C₁₆H₁₆O₂S₂
• 分子量: 304.434
• InChiKey: OAVMTHTUQKFTIF-RSSMCMFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-2-(phenylsulfonyl)-1-(phenylthio)-2-butene 、 sodium thiomethoxide 以 四氢呋喃 为溶剂， 生成 [(E)-1-methylsulfanylbut-2-en-2-yl]sulfonylbenzene
  参考文献：
  名称：

  Preparation and nucleophilic substitution of (e)-1-bromo-2-phenylsulfonyl-2-alkenes and 3-acetoxy-2-phenylsulfonyl-1-alkenes

  摘要：

  DOI：

  10.1016/s0040-4020(01)89799-4
• 作为产物：
  描述：

  2-phenylsulfonyl-1-buten-3-ol 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 二甲基硫 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 生成 (E)-2-(phenylsulfonyl)-1-(phenylthio)-2-butene
  参考文献：
  名称：

  Preparation and nucleophilic substitution of (e)-1-bromo-2-phenylsulfonyl-2-alkenes and 3-acetoxy-2-phenylsulfonyl-1-alkenes

  摘要：

  DOI：

  10.1016/s0040-4020(01)89799-4

文献信息

• Cycloaddition of (phenylsulfonyl)-1,2-propadienes with diazomethane. Novel rearrangement reactions of the resulting cycloadducts
  作者：Albert Padwa、Michelle A. Filipkowski、Donald N. Kline、S. Shaun Murphree、Philip E. Yeske

  DOI：10.1021/jo00060a021

  日期：1993.4

  The cycloaddition reactions of several phenylsulfonyl-substituted allenes with diazomethane have been investigated. The major products formed were identified as 3-(phenylsulfonyl)-4-methylene-2-pyrazolines. These pyrazolines engage in a variety of mechanistically interesting transformations, ranging from base-catalyzed rearrangements to addition of Grignard reagents. The dipolar cycloadduct derived from the reaction of diazomethane with 3-(phenylsulfonyl)-1,2-butadiene undergoes a 1,3-phenylsulfonyl shift upon irradiation to give 3-methyl-4-[(phenylsulfonyl)methyl]pyrazole. The cycloadduct derived from there action of 2,3-bis(phenylsulfonyl)-1-propene with diazomethane readily loses nitrogen upon photolysis to give 1-[(phenylsulfonyl)methyl]-1-(phenylsulfonyl)cyclopropane. This cyclopropane affords a variety of novel rearranged structures when treated with several different bases. The products obtained can be rationalized in terms of a base-catalyzed rearrangement of the above cyclopropane to a-methyl(phenylsulfonyl)allene which reacts further with the particular base used to produce the observed products.
• AUVRAY, P.;KNOCHEL, P.;NORMANT, J. F., TETRAHEDRON, 44,(1987) N 19, C. 6095-6106
  作者：AUVRAY, P.、KNOCHEL, P.、NORMANT, J. F.

  DOI：——

  日期：——
• Preparation and nucleophilic substitution of (e)-1-bromo-2-phenylsulfonyl-2-alkenes and 3-acetoxy-2-phenylsulfonyl-1-alkenes
  作者：P. Auvray、P. Knochel、J.F. Normant

  DOI：10.1016/s0040-4020(01)89799-4

  日期：1988.1