(E)-ethyl 3-(2,4-diphenylquinolin-3-yl)acrylate | 1291080-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (E)-ethyl 3-(2,4-diphenylquinolin-3-yl)acrylate
• 英文别名: ethyl (E)-3-(2,4-diphenylquinolin-3-yl)prop-2-enoate
• CAS: 1291080-13-1
• 化学式: C₂₆H₂₁NO₂
• 分子量: 379.458
• InChiKey: STLGDFINPZBZKM-ISLYRVAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-(1-hydroxy-1,3-diphenylprop-2-yn-1-yl)phenyl)-4-methylbenzenesulfonamide 在 四丁基溴化铵 、 碘 、 palladium diacetate 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 (E)-ethyl 3-(2,4-diphenylquinolin-3-yl)acrylate
  参考文献：
  名称：

  Electrophile-Driven Regioselective Synthesis of Functionalized Quinolines

  摘要：

  Highly substituted 3-iodoquinolines bearing different alkyl and aryl moieties can be synthesized in moderate to excellent yields (up to 99%) by 6-endo-dig iodocyclization of 2-tosylaminophenylprop-1-yn-3-ols with molecular iodine (I-2) under mild conditions. The cyclization is highly regioselective and the resulting 3-iodoquinolines can be further functionalized by various coupling reactions.

  DOI：

  10.1021/ol2007154

文献信息

• Electrophile-Driven Regioselective Synthesis of Functionalized Quinolines
  作者：Shaukat Ali、Hai-Tao Zhu、Xiao-Feng Xia、Ke-Gong Ji、Yan-Fang Yang、Xian-Rong Song、Yong-Min Liang

  DOI：10.1021/ol2007154

  日期：2011.5.20

  Highly substituted 3-iodoquinolines bearing different alkyl and aryl moieties can be synthesized in moderate to excellent yields (up to 99%) by 6-endo-dig iodocyclization of 2-tosylaminophenylprop-1-yn-3-ols with molecular iodine (I-2) under mild conditions. The cyclization is highly regioselective and the resulting 3-iodoquinolines can be further functionalized by various coupling reactions.