1-benzyl-5-(4-methoxyphenyl)-2-phenyl-2,3-dihydropyridin-4(1H)-one | 1017601-71-6

• 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-(4-methoxyphenyl)-2-phenyl-2,3-dihydropyridin-4(1H)-one
• 英文别名: N-benzyl-5-(4'-methoxyphenyl)-2-phenyl-2,3-dihydropyridin-4(1H)-one；1-Benzyl-5-(4-methoxyphenyl)-2-phenyl-2,3-dihydropyridin-4-one
• CAS: 1017601-71-6
• 化学式: C₂₅H₂₃NO₂
• 分子量: 369.463
• InChiKey: IAYVYEXFIAOUPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三乙氧基(4-甲氧苯基)硅烷 、 N-benzyl-2,3-dihydro-2-phenyl-1H-pyridin-4-one 在 palladium diacetate 、 copper (II)-fluoride 作用下， 以 溶剂黄146 、 叔丁醇 为溶剂， 反应 3.75h， 以50%的产率得到1-benzyl-5-(4-methoxyphenyl)-2-phenyl-2,3-dihydropyridin-4(1H)-one
  参考文献：
  名称：

  Direct Hiyama Cross-Coupling of Enaminones With Triethoxy(aryl)silanes and Dimethylphenylsilanol

  摘要：

  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.

  DOI：

  10.1021/ol202202a

文献信息

• Direct access to functionalized benzotropones, azepanes, and piperidines by reductive cross-coupling of α-bromo enones with α-bromo enamides
  作者：Timothy K. Beng、Kayla Sincavage、Ann Wens V. Silaire、Amir Alwali、Daniel P. Bassler、Laura E. Spence、Oliver Beale

  DOI：10.1039/c5ob00517e

  日期：——

  The synthesis of functionalized azepenes and piperidines bearing an α-cycloheptenone or benzotropone derivative has been accomplished through direct reductive cross-coupling of α-bromo eneformamides or enecarbamates with highly versatile α-bromo benzotropone derivatives, under cobalt catalysis. The coupling products have been further elaborated to other synthetically useful aza-heterocyclic frameworks

  通过在钴催化下，α-溴代烯甲酰胺或烯甲酸酯与高度通用的α-溴代苯甲酮衍生物的直接还原性交叉偶联，已经完成了带有α-环庚酮或苯甲酮衍生物的官能化氮杂环丙烷和哌啶的合成。偶联产物已被进一步细化为其他合成上有用的氮杂杂环骨架。
• 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.
• 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.