5-acetyl-6-methyl-3-methylene-4-phenyl-3,4-dihydropyridin-2(1H)-one | 1020666-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-acetyl-6-methyl-3-methylene-4-phenyl-3,4-dihydropyridin-2(1H)-one
• 英文别名: 5-Acetyl-6-methyl-3-methylidene-4-phenyl-1,4-dihydropyridin-2-one；5-acetyl-6-methyl-3-methylidene-4-phenyl-1,4-dihydropyridin-2-one
• CAS: 1020666-87-8
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: TZGRYJAKLQMAOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(2-acetyl-3-oxo-1-phenylbutyl)acrylonitrile 在 硫酸 、 三氟乙酸 作用下， 反应 0.05h， 以68%的产率得到5-acetyl-6-methyl-3-methylene-4-phenyl-3,4-dihydropyridin-2(1H)-one
  参考文献：
  名称：

  Synthesis of substituted 3-methylene-2-pyridones from Baylis–Hillman derivatives and its application for the generation of 2-pyridone substituted spiroisoxazolines

  摘要：

  The synthesis of substituted 3-methylene-2-pyridones via S(N)2 displacement reaction of nucleophiles bearing a keto group on the acetyl derivative of Baylis-Hillman adducts of acrylonitrile followed by TFA/H2SO4-mediated intramolecular cyclization is described. The utility of these pyridone derivatives for the synthesis of new spiroisoxazolines in highly regio- and stereo-selective fashion is also illustrated. The structure of the spiroisoxazolines has been secured via X-ray crystallographic analysis. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.074