phenyl(2-(m-tolyl)naphthalen-1-yl)methanone | 1244036-06-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: phenyl(2-(m-tolyl)naphthalen-1-yl)methanone
• 英文别名: [2-(3-Methylphenyl)naphthalen-1-yl]-phenylmethanone
• CAS: 1244036-06-3
• 化学式: C₂₄H₁₈O
• 分子量: 322.406
• InChiKey: JNRMZDKPUQKWKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  邻溴苯甲醛 在 bis-triphenylphosphine-palladium(II) chloride 、 oxone||potassium monopersulfate triple salt 、 四丁基碘化铵 、 三乙胺 作用下， 反应 2.08h， 生成 phenyl(2-(m-tolyl)naphthalen-1-yl)methanone
  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

• ZnI2-Catalyzed Benzannulation of o-Alkynylbenzaldehydes with Alkenes Leading to 1-Acyl-2-Substituted Naphthalenes
  作者：Xia Zhao、Xing-Guo Zhang、Ri-Yuan Tang、Chen-Liang Deng、Jin-Heng Li

  DOI：10.1002/ejoc.201000497

  日期：2010.8

  A new, practical route to 1-acyl-2-substituted naphthalenes has been developed by benzoquinone-promoted ZnI 2 -catalyzed benzannulation of 2-alkynylbenzaldehydes with alkenes. This method allows three new bonds, two C=C bonds and one C=O bond, to be constructed in a single reaction.

  通过苯醌促进的 ZnI 2 催化的 2-炔基苯甲醛与烯烃的苯环化，开发了一种新的、实用的 1-酰基-2-取代萘途径。这种方法允许在一个反应​​中构建三个新键，两个 C=C 键和一个 C=O 键。
• 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%.