N-[3-(4-methoxyphenyl)prop-2-ynyl]-4-methyl-N-(1-methyl-2-oxoquinolin-6-yl)benzenesulfonamide | 1264630-62-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[3-(4-methoxyphenyl)prop-2-ynyl]-4-methyl-N-(1-methyl-2-oxoquinolin-6-yl)benzenesulfonamide
• CAS: 1264630-62-7
• 化学式: C₂₇H₂₄N₂O₄S
• 分子量: 472.565
• InChiKey: FRFFKUXLWPRKCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[3-(4-methoxyphenyl)prop-2-ynyl]-4-methyl-N-(1-methyl-2-oxoquinolin-6-yl)benzenesulfonamide 在 碘 、 碳酸氢钠 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以95%的产率得到9-iodo-10-(4-methoxyphenyl)-4-methyl-7-(4-methylphenyl)sulfonyl-8H-4,7-phenanthrolin-3-one
  参考文献：
  名称：

  Regioselective synthesis of pyridoquinolones and pyridocoumarins via molecular iodine-mediated 6-endo-dig electrophilic cylization

  摘要：

  Angular-pyridoquinolone and pyridocoumarin derivatives have been efficiently synthesized in 60-95% yields by molecular iodine-mediated cyclization of easily available starting materials, 6-(N-propargyl)amino quinolone and coumarin derivatives, in the presence of NaHCO(3). The reaction was carried out at room temperature. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.066
• 作为产物：
  描述：

  4-碘苯甲醚 、 4-methyl-N-(1-methyl-2-oxo-1,2-dihydroquinolin-6-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide 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 2.0h， 生成 N-[3-(4-methoxyphenyl)prop-2-ynyl]-4-methyl-N-(1-methyl-2-oxoquinolin-6-yl)benzenesulfonamide
  参考文献：
  名称：

  Regioselective synthesis of pyridoquinolones and pyridocoumarins via molecular iodine-mediated 6-endo-dig electrophilic cylization

  摘要：

  Angular-pyridoquinolone and pyridocoumarin derivatives have been efficiently synthesized in 60-95% yields by molecular iodine-mediated cyclization of easily available starting materials, 6-(N-propargyl)amino quinolone and coumarin derivatives, in the presence of NaHCO(3). The reaction was carried out at room temperature. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.066

文献信息

• Regioselective Synthesis of Dihydropyridocoumarin and Phenanthrolinone Derivatives­ via Iron(III) Chloride Mediated Intramolecular Cyclization
  作者：K. Majumdar、Sudipta Ponra

  DOI：10.1055/s-0033-1340902

  日期：——

  Potentially bioactive angular dihydropyridocoumarin and phenanthrolinone derivatives are synthesized in good to excellent yields using readily available iron(III) chloride (FeCl3) as the catalyst. The process is very simple, straightforward and inexpensive, and provides a diverse range of pyranoquinolone or phenanthrolinone derivatives, via a 6-endo-dig mode of cyclization, starting from simple and easily available 6-(N-propargyl) aminocoumarin and -quinolone derivatives.