N-benzyl-4-p-tolylpyrrolidin-2-one | 1224738-57-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: N-benzyl-4-p-tolylpyrrolidin-2-one
• 英文别名: 1-Benzyl-4-(4-methylphenyl)pyrrolidin-2-one；1-benzyl-4-(4-methylphenyl)pyrrolidin-2-one
• CAS: 1224738-57-1
• 化学式: C₁₈H₁₉NO
• 分子量: 265.355
• InChiKey: NWPQOHJWBXDIRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-甲基苯硼酸酐 、 ethyl (E)-4-benzylaminocrotonate 在 hydroxo(1,5-cyclooctadiene)rhodium (I) dimer 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以74%的产率得到N-benzyl-4-p-tolylpyrrolidin-2-one
  参考文献：
  名称：

  Rhodium-Catalyzed Domino Conjugate Addition−Cyclization Reactions for the Synthesis of a Variety of N- and O-Heterocycles: Arylboroxines as Effective Carbon Nucleophiles

  摘要：

  Facile and efficient Rh(I)-catalyzed domino conjugate addition-cyclization reactions of olefins bearing two electrophilic sites and a pendant nucleophile with organoboroxines have been developed to afford a variety of N- and O-heterocycles, such as 3,4-dihydroquinolin-2(1H)-ones, 3,4-dihydrocoumarins, and pyrrolidin-2-ones, which constitute important motifs in biologically active natural and synthetic organic compounds.

  DOI：

  10.1021/ol100610v

文献信息

• Rhodium-Catalyzed Domino Conjugate Addition−Cyclization Reactions for the Synthesis of a Variety of <i>N</i>- and <i>O</i>-Heterocycles: Arylboroxines as Effective Carbon Nucleophiles
  作者：Ja Ock Park、So Won Youn

  DOI：10.1021/ol100610v

  日期：2010.5.21

  Facile and efficient Rh(I)-catalyzed domino conjugate addition-cyclization reactions of olefins bearing two electrophilic sites and a pendant nucleophile with organoboroxines have been developed to afford a variety of N- and O-heterocycles, such as 3,4-dihydroquinolin-2(1H)-ones, 3,4-dihydrocoumarins, and pyrrolidin-2-ones, which constitute important motifs in biologically active natural and synthetic organic compounds.