6-methyl-2-(prop-2-yn-1-yl)-9-(p-tolyl)-2,3,9,10-tetrahydrobenzo[4,5]cyclohepta[1,2-c]pyrrol-1(4H)-one | 1335201-37-0

• 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: 6-methyl-2-(prop-2-yn-1-yl)-9-(p-tolyl)-2,3,9,10-tetrahydrobenzo[4,5]cyclohepta[1,2-c]pyrrol-1(4H)-one
• 英文别名: 13-Methyl-9-(4-methylphenyl)-5-prop-2-ynyl-5-azatricyclo[8.4.0.03,7]tetradeca-1(10),3(7),11,13-tetraen-6-one；13-methyl-9-(4-methylphenyl)-5-prop-2-ynyl-5-azatricyclo[8.4.0.03,7]tetradeca-1(10),3(7),11,13-tetraen-6-one
• CAS: 1335201-37-0
• 化学式: C₂₄H₂₃NO
• 分子量: 341.453
• InChiKey: KSOKAMWEBRTJDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-bromo-N,N-di(prop-2-yn-1-yl)-2,2-di-p-tolylcyclopropanecarboxamide 在 (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以91%的产率得到6-methyl-2-(prop-2-yn-1-yl)-9-(p-tolyl)-2,3,9,10-tetrahydrobenzo[4,5]cyclohepta[1,2-c]pyrrol-1(4H)-one
  参考文献：
  名称：

  Tandem Visible Light-Mediated Radical Cyclization–Divinylcyclopropane Rearrangement to Tricyclic Pyrrolidinones

  摘要：

  Visible light promoted single electron reduction of bromocyclopropyl cyclization scaffolds enabled by photoredox catalysis initiates a novel tandem radical cyclization/sigmatropic rearrangement to generate tricyclic pyrrolidinones having considerable molecular complexity from simple, readily available starting materials. Furthermore, subtle variations to substrate structure afford a wide array of reaction diversity.

  DOI：

  10.1021/ol202178t

文献信息

• Tandem Visible Light-Mediated Radical Cyclization–Divinylcyclopropane Rearrangement to Tricyclic Pyrrolidinones
  作者：Joseph W. Tucker、Corey R. J. Stephenson

  DOI：10.1021/ol202178t

  日期：2011.10.21

  Visible light promoted single electron reduction of bromocyclopropyl cyclization scaffolds enabled by photoredox catalysis initiates a novel tandem radical cyclization/sigmatropic rearrangement to generate tricyclic pyrrolidinones having considerable molecular complexity from simple, readily available starting materials. Furthermore, subtle variations to substrate structure afford a wide array of reaction diversity.