1-benzyl-5-phenyl-2,3-dihydropyridin-4(1H)-one | 1017601-56-7

• 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-benzyl-5-phenyl-2,3-dihydropyridin-4(1H)-one
• 英文别名: N-benzyl-5-phenyl-2,3-dihydropyridin-4(1H)-one；1-Benzyl-5-phenyl-2,3-dihydropyridin-4-one
• CAS: 1017601-56-7
• 化学式: C₁₈H₁₇NO
• 分子量: 263.339
• InChiKey: AVMUYNWGRDYJNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 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 、 苯基三氟硼酸钾 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 7.0h， 以72%的产率得到1-benzyl-5-phenyl-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

• Direct Hiyama Cross-Coupling of Enaminones With Triethoxy(aryl)silanes and Dimethylphenylsilanol
  作者：Lei Bi、Gunda I. Georg

  DOI：10.1021/ol202202a

  日期：2011.10.21

  2,3-Dihydropyridin-4(1H)-ones undergo direct C-H functionalization at C5 In the palladium(II)-catalyzed Hiyama reaction, using triethoxy(aryl)silanes and dimethylphenylsilanol. The reagent CuF2 has a dual role In the reactions with triethoxy(aryl)silanes. It Is a source of fluoride to activate the sllane in the Hiyama reaction and also serves as the reoxidant to convert Pd(0) to Pd(II) In the catalytic cycle.