1-bromo-2,2-bis(4-fluorophenyl)-N,N-di(prop-2-yn-1-yl)cyclopropanecarboxamide | 1335201-28-9

• 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-bromo-2,2-bis(4-fluorophenyl)-N,N-di(prop-2-yn-1-yl)cyclopropanecarboxamide
• 英文别名: 1-bromo-2,2-bis(4-fluorophenyl)-N,N-bis(prop-2-ynyl)cyclopropane-1-carboxamide
• CAS: 1335201-28-9
• 化学式: C₂₂H₁₆BrF₂NO
• 分子量: 428.276
• InChiKey: BWJIZDIFZAUJBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-bromo-2,2-bis(4-fluorophenyl)-N,N-di(prop-2-yn-1-yl)cyclopropanecarboxamide 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 8.0h， 以89%的产率得到6-fluoro-9-(4-fluorophenyl)-2-(prop-2-yn-1-yl)-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
• 作为产物：
  描述：

  在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 1-bromo-2,2-bis(4-fluorophenyl)-N,N-di(prop-2-yn-1-yl)cyclopropanecarboxamide
  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.