ethyl 4-oxo-4-(2-phenylnaphthalen-1-yl)butanoate | 1422392-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 4-oxo-4-(2-phenylnaphthalen-1-yl)butanoate
• 英文别名: Ethyl 4-oxo-4-(2-phenylnaphthalen-1-yl)butanoate
• CAS: 1422392-14-0
• 化学式: C₂₂H₂₀O₃
• 分子量: 332.399
• InChiKey: GMFKBVSVEBQLLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙烯 、 ethyl 5-(2-formylphenyl)pent-4-ynoate 在 oxone||potassium monopersulfate triple salt 、 四丁基碘化铵 作用下， 反应 24.0h， 以30%的产率得到ethyl 4-oxo-4-(2-phenylnaphthalen-1-yl)butanoate
  参考文献：
  名称：

  Iodide-Catalyzed Halocyclization/Cycloaddition/Elimination Cascade Reaction

  摘要：

  An iodocyclization reaction of o-alkynylphenyl carboxaldehydes is reported that is truly catalytic with respect to the electrophilic iodine source. With a combination of tetrabutylammonium iodide (TBAI), Oxone as non-nucleophilic and easy to handle co-oxidant, and fluorinated protic solvents, highly substituted 1-naphthalenones could be prepared in high yields of up to 91%.

  DOI：

  10.1021/jo302676g

文献信息

• Iodide-Catalyzed Halocyclization/Cycloaddition/Elimination Cascade Reaction
  作者：Ulrich Kloeckner、Peter Finkbeiner、Boris J. Nachtsheim

  DOI：10.1021/jo302676g

  日期：2013.3.15

  An iodocyclization reaction of o-alkynylphenyl carboxaldehydes is reported that is truly catalytic with respect to the electrophilic iodine source. With a combination of tetrabutylammonium iodide (TBAI), Oxone as non-nucleophilic and easy to handle co-oxidant, and fluorinated protic solvents, highly substituted 1-naphthalenones could be prepared in high yields of up to 91%.