3-(2-acetyl-phenyl)-pyrrolidin-2-one | 1039045-52-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-(2-acetyl-phenyl)-pyrrolidin-2-one
• 英文别名: 3-(2-Acetylphenyl)pyrrolidin-2-one
• CAS: 1039045-52-7
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: BZPRTCBNOYKZCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-azido-5-(phenyl)hex-3,4-diene 在 氧气 作用下， 以 氘代甲苯 为溶剂， 反应 5.0h， 以62%的产率得到3-(2-acetyl-phenyl)-pyrrolidin-2-one
  参考文献：
  名称：

  Allenyl Azide Cycloaddition Chemistry: Exploration of the Scope and Mechanism of Cyclopentennelated Dihydropyrrole Synthesis through Azatrimethylenemethane Intermediates

  摘要：

  Detailed studies of the thermal conversion of 1-azidohepta-3,4,6-trienes into cyclopentennelated dihydropyrroles are presented. High levels of diastereoselectivity and regioselectivity are documented. A mechanistic proposal that accounts for all of the diverse results is developed through the use of density functional calculations. These calculations provide support for the intervention of unexpected mechanistic subtleties, such as the planarity of an azatrimethylenemethane diyl intermediate and an apparent Woodward-Hoffmann-type electrocyclization of a five-atom diyl array.

  DOI：

  10.1021/jo8008066