2,4-diphenyl-3-(phenylethynyl)quinoline | 1291080-12-0

• 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: 2,4-diphenyl-3-(phenylethynyl)quinoline
• 英文别名: 2,4-Diphenyl-3-(2-phenylethynyl)quinoline；2,4-diphenyl-3-(2-phenylethynyl)quinoline
• CAS: 1291080-12-0
• 化学式: C₂₉H₁₉N
• 分子量: 381.477
• InChiKey: LJZPUABIWWONBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

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 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 碘 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 9.0h， 生成 2,4-diphenyl-3-(phenylethynyl)quinoline
  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.