N,N-Dimethyl-2-phenylcyclopropanethioamide | 155193-19-4

• 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: N,N-Dimethyl-2-phenylcyclopropanethioamide
• 英文别名: N,N-dimethyl-2-phenylcyclopropane-1-carbothioamide
• CAS: 155193-19-4
• 化学式: C₁₂H₁₅NS
• 分子量: 205.324
• InChiKey: LAQHUYFKBBABFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  丙烯酸甲酯（MA） 、 N,N-Dimethyl-2-phenylcyclopropanethioamide 在 Bis-(trimethylzinn)-benzpinakolat 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 N,N-Dimethyl-t-2-carbomethoxy-c-4-phenylcyclopentane-r-thioamide 、 N,N-Dimethyl-c-2-carbomethoxy-t-4-phenylcyclopentane-r-thioamide 、 N,N-Dimethyl-c-2-carbomethoxy-c-4-phenylcyclopentane-r-thioamide
  参考文献：
  名称：

  Thioamide and Thioester Cyclopentane Synthesis via Trimethyltin Radical Catalyzed Alkenylation of Substituted (Thiocarbonyl)cyclopropanes

  摘要：

  Thioamide cyclopropanes bearing phenyl substituents and thioamide- or thioester cyclopropanes bearing gem-dichloro and methyl substituents were subjected to trimethyltin radical catalyzed alkenylation to furnish the corresponding substituted (thiocarbonyl)cyclopentanes. The stereochemical outcome of these transformations can be rationalized by considering the effects of substituents, upon cyclization of the intermediate functionalized 5-hexenyl radicals.

  DOI：

  10.1021/jo00084a035
• 作为产物：
  描述：

  N,N-Dimethyl-2-phenylcyclopropaneamide 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以52%的产率得到N,N-Dimethyl-2-phenylcyclopropanethioamide
  参考文献：
  名称：

  Thioamide and Thioester Cyclopentane Synthesis via Trimethyltin Radical Catalyzed Alkenylation of Substituted (Thiocarbonyl)cyclopropanes

  摘要：

  Thioamide cyclopropanes bearing phenyl substituents and thioamide- or thioester cyclopropanes bearing gem-dichloro and methyl substituents were subjected to trimethyltin radical catalyzed alkenylation to furnish the corresponding substituted (thiocarbonyl)cyclopentanes. The stereochemical outcome of these transformations can be rationalized by considering the effects of substituents, upon cyclization of the intermediate functionalized 5-hexenyl radicals.

  DOI：

  10.1021/jo00084a035

文献信息

• Thioamide and Thioester Cyclopentane Synthesis via Trimethyltin Radical Catalyzed Alkenylation of Substituted (Thiocarbonyl)cyclopropanes
  作者：Ken S. Feldman、Klaas Schildknegt

  DOI：10.1021/jo00084a035

  日期：1994.3

  Thioamide cyclopropanes bearing phenyl substituents and thioamide- or thioester cyclopropanes bearing gem-dichloro and methyl substituents were subjected to trimethyltin radical catalyzed alkenylation to furnish the corresponding substituted (thiocarbonyl)cyclopentanes. The stereochemical outcome of these transformations can be rationalized by considering the effects of substituents, upon cyclization of the intermediate functionalized 5-hexenyl radicals.