4-methoxy-1-methyl-5-phenyl-3-phenylethynylpyridin-2(1H)-one | 1073128-15-0

• 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: 4-methoxy-1-methyl-5-phenyl-3-phenylethynylpyridin-2(1H)-one
• 英文别名: 4-Methoxy-1-methyl-5-phenyl-3-(2-phenylethynyl)pyridin-2-one
• CAS: 1073128-15-0
• 化学式: C₂₁H₁₇NO₂
• 分子量: 315.371
• InChiKey: URFXTDKTROHDID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-iodo-4-methoxy-1-methyl-5-phenylpyridin-2(1H)-one 、 苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 140.0h， 以59%的产率得到2,7-diphenyl-5-methylfuro[3,2-c]pyridin-4(5H)-one
  参考文献：
  名称：

  Et₃N-Induced Demethylation−Annulation of 3-Alkynyl-4-methoxy-2-pyridones and Structurally Related Compounds in the Synthesis of Furan-Fused Heterocycles

  摘要：

  Various 3-iodo-4-methoxypyridin-2-ones and related pyrone and coumarin derivatives have been demonstrated as readily available precursors of 2-substituted furan-fused heterocycles by means of in situ sequential Sonogashira-acetylide coupling. dealkylation, and regioselective furan annulation reactions. A Et3N-induced S(N)2 process has been established that accounts for the dealkylation process.

  DOI：

  10.1021/jo8014038

文献信息

• Et₃N-Induced Demethylation−Annulation of 3-Alkynyl-4-methoxy-2-pyridones and Structurally Related Compounds in the Synthesis of Furan-Fused Heterocycles
  作者：David Conreaux、Sébastien Belot、Philippe Desbordes、Nuno Monteiro、Geneviève Balme

  DOI：10.1021/jo8014038

  日期：2008.11.7

  Various 3-iodo-4-methoxypyridin-2-ones and related pyrone and coumarin derivatives have been demonstrated as readily available precursors of 2-substituted furan-fused heterocycles by means of in situ sequential Sonogashira-acetylide coupling. dealkylation, and regioselective furan annulation reactions. A Et3N-induced S(N)2 process has been established that accounts for the dealkylation process.