4-(Dimethylamino)-6-(4-methoxyphenyl)-2-oxo-5-phenylpyran-3-carbonitrile | 1119194-75-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(Dimethylamino)-6-(4-methoxyphenyl)-2-oxo-5-phenylpyran-3-carbonitrile
• 英文别名: 4-(dimethylamino)-6-(4-methoxyphenyl)-2-oxo-5-phenylpyran-3-carbonitrile
• CAS: 1119194-75-0
• 化学式: C₂₁H₁₈N₂O₃
• 分子量: 346.386
• InChiKey: UJOTVHOQTYXBMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二苯基乙酮 、 4-(Dimethylamino)-6-(4-methoxyphenyl)-2-oxo-5-phenylpyran-3-carbonitrile 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以87%的产率得到2-(Dimethylamino)-4-(4-methoxyphenyl)-3,5,6-triphenylbenzonitrile
  参考文献：
  名称：

  Highly convenient regioselective synthesis of functionalized arylated benzene from ketene-S,S-acetal under mild conditions at room temperature

  摘要：

  A general, highly efficient synthesis of arylated benzenes from simple stitching of alpha-oxo-ketene-S,S-acetals and functionalized deoxybenzoins via a 'lactone intermediate' is described. This procedure offers easy access to highly functionalized arylated benzenes containing sterically demanding groups in good to excellent yields. The advantage of the procedure lies in the fabrication of arylated benzenes with desired conformational flexibility along the molecular axis at room temperature and in a transition metal-free environment through easily accessible precursors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.098
• 作为产物：
  描述：

  6-(4-Methoxyphenyl)-4-(methylamino)-2-oxo-5-phenylpyran-3-carbonitrile 、 碘甲烷 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 以91%的产率得到4-(Dimethylamino)-6-(4-methoxyphenyl)-2-oxo-5-phenylpyran-3-carbonitrile
  参考文献：
  名称：

  Highly convenient regioselective synthesis of functionalized arylated benzene from ketene-S,S-acetal under mild conditions at room temperature

  摘要：

  A general, highly efficient synthesis of arylated benzenes from simple stitching of alpha-oxo-ketene-S,S-acetals and functionalized deoxybenzoins via a 'lactone intermediate' is described. This procedure offers easy access to highly functionalized arylated benzenes containing sterically demanding groups in good to excellent yields. The advantage of the procedure lies in the fabrication of arylated benzenes with desired conformational flexibility along the molecular axis at room temperature and in a transition metal-free environment through easily accessible precursors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.098

文献信息

• Highly convenient regioselective synthesis of functionalized arylated benzene from ketene-S,S-acetal under mild conditions at room temperature
  作者：Vijay Kumar、Fateh V. Singh、Amrita Parihar、Atul Goel

  DOI：10.1016/j.tetlet.2008.11.098

  日期：2009.2

  A general, highly efficient synthesis of arylated benzenes from simple stitching of alpha-oxo-ketene-S,S-acetals and functionalized deoxybenzoins via a 'lactone intermediate' is described. This procedure offers easy access to highly functionalized arylated benzenes containing sterically demanding groups in good to excellent yields. The advantage of the procedure lies in the fabrication of arylated benzenes with desired conformational flexibility along the molecular axis at room temperature and in a transition metal-free environment through easily accessible precursors. (C) 2008 Elsevier Ltd. All rights reserved.