1-benzyl-5-(naphthalen-2-yl)-2,3-dihydropyridin-4(1H)-one | 1017601-64-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-benzyl-5-(naphthalen-2-yl)-2,3-dihydropyridin-4(1H)-one
• 英文别名: 1-Benzyl-5-naphthalen-2-yl-2,3-dihydropyridin-4-one
• CAS: 1017601-64-7
• 化学式: C₂₂H₁₉NO
• 分子量: 313.399
• InChiKey: YTQAGAXCJZMROT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3-dihydro-1-(phenylmethyl)-4(1H)-pyridinone 、 2-萘三氟硼酸钾 在 palladium diacetate 、 copper diacetate potassium carbonate 、 溶剂黄146 作用下， 以 二甲基亚砜 、 叔丁醇 为溶剂， 反应 4.0h， 以96%的产率得到1-benzyl-5-(naphthalen-2-yl)-2,3-dihydropyridin-4(1H)-one
  参考文献：
  名称：

  Palladium(II)-Catalyzed Direct Arylation of Enaminones Using Organotrifluoroborates

  摘要：

  A Pd(II)-catalyzed reaction for the direct aryation of cyclic enaminones is reported. The reactivity of electron-rich, electron-poor, and sterically encumbered organotrifluoroborates was investigated. This reaction represents a unique use for organotrifluoroborates as coupling partners and discloses the utility of enaminones for direct-functionalization reactions. It provides immediate access to arylpiperidine, indolizidine, and quinolizidine scaffolds from the corresponding mono- and bicyclic, unattenuated enaminones.

  DOI：

  10.1021/ja710221c

文献信息

• Palladium(II)-Catalyzed Direct Arylation of Enaminones Using Organotrifluoroborates
  作者：Haibo Ge、Micah J. Niphakis、Gunda I. Georg

  DOI：10.1021/ja710221c

  日期：2008.3.1

  A Pd(II)-catalyzed reaction for the direct aryation of cyclic enaminones is reported. The reactivity of electron-rich, electron-poor, and sterically encumbered organotrifluoroborates was investigated. This reaction represents a unique use for organotrifluoroborates as coupling partners and discloses the utility of enaminones for direct-functionalization reactions. It provides immediate access to arylpiperidine, indolizidine, and quinolizidine scaffolds from the corresponding mono- and bicyclic, unattenuated enaminones.