Ethyl 4-[5-benzyl-2-(4-methoxyphenyl)-6-oxofuro[3,2-c]pyridin-7-yl]benzoate | 1169878-27-6

• 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: Ethyl 4-[5-benzyl-2-(4-methoxyphenyl)-6-oxofuro[3,2-c]pyridin-7-yl]benzoate
• 英文别名: ethyl 4-[5-benzyl-2-(4-methoxyphenyl)-6-oxofuro[3,2-c]pyridin-7-yl]benzoate
• CAS: 1169878-27-6
• 化学式: C₃₀H₂₅NO₅
• 分子量: 479.532
• InChiKey: SKTILUGLELPQPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Ethyl 4-(1-benzyl-5-iodo-4-methoxy-2-oxopyridin-3-yl)benzoate 、 4-乙炔基苯甲醚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以61%的产率得到Ethyl 4-[5-benzyl-2-(4-methoxyphenyl)-6-oxofuro[3,2-c]pyridin-7-yl]benzoate
  参考文献：
  名称：

  A convenient access to furo[3,2-c]pyridin-6(5H)-ones by the reaction of 5-iodo-4-methoxy-2-pyridones with terminal alkynes under microwave-enhanced Sonogashira conditions

  摘要：

  N-Alkyl-3-aryl-5-iodo-4-methoxypyridin-2(1H)-ones readily undergo sequential acetylide cross-coupling, demethylation, and furan annulation under classical Sonogashira reaction conditions to furnish 7-arylfuro[3,2-c]pyridin-4(5H)-ones, a class of hitherto unknown compounds, in a one-pot operation. Microwave irradiation was found to significantly reduce reaction times and to allow lower catalysts and reagent loadings. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.073

文献信息

• A convenient access to furo[3,2-c]pyridin-6(5H)-ones by the reaction of 5-iodo-4-methoxy-2-pyridones with terminal alkynes under microwave-enhanced Sonogashira conditions
  作者：David Conreaux、Thierry Delaunay、Philippe Desbordes、Nuno Monteiro、Geneviève Balme

  DOI：10.1016/j.tetlet.2009.02.073

  日期：2009.7

  N-Alkyl-3-aryl-5-iodo-4-methoxypyridin-2(1H)-ones readily undergo sequential acetylide cross-coupling, demethylation, and furan annulation under classical Sonogashira reaction conditions to furnish 7-arylfuro[3,2-c]pyridin-4(5H)-ones, a class of hitherto unknown compounds, in a one-pot operation. Microwave irradiation was found to significantly reduce reaction times and to allow lower catalysts and reagent loadings. (C) 2009 Elsevier Ltd. All rights reserved.