5-tosyl-2-(trifluoromethoxy)phenanthridin-6(5H)-one | 1426813-11-7

• 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: 5-tosyl-2-(trifluoromethoxy)phenanthridin-6(5H)-one
• 英文别名: 5-(4-Methylphenyl)sulfonyl-2-(trifluoromethoxy)phenanthridin-6-one；5-(4-methylphenyl)sulfonyl-2-(trifluoromethoxy)phenanthridin-6-one
• CAS: 1426813-11-7
• 化学式: C₂₁H₁₄F₃NO₄S
• 分子量: 433.408
• InChiKey: HISVEDIMFWJUSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-溴-4-三氟甲氧基苯胺 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 silver(I) acetate 、 palladium diacetate 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 50.0h， 生成 5-tosyl-2-(trifluoromethoxy)phenanthridin-6(5H)-one
  参考文献：
  名称：

  Palladium-Catalyzed Oxidative Insertion of Carbon Monoxide to N-Sulfonyl-2-aminobiaryls through C–H Bond Activation: Access to Bioactive Phenanthridinone Derivatives in One Pot

  摘要：

  Palladium-catalyzed oxidative carbonylation of N-sulfonyl-2-aminobiaryls through C-H bond activation and C-C, C-N bond formation under TFA-free and milder conditions has been developed. The reaction tolerates a variety of substrates and provides biologically important phenanthrldlnone derivatives in yields up to 94%.

  DOI：

  10.1021/ol4001922

文献信息

• Palladium-Catalyzed Oxidative Insertion of Carbon Monoxide to <i>N</i>-Sulfonyl-2-aminobiaryls through C–H Bond Activation: Access to Bioactive Phenanthridinone Derivatives in One Pot
  作者：Venkatachalam Rajeshkumar、Tai-Hua Lee、Shih-Ching Chuang

  DOI：10.1021/ol4001922

  日期：2013.4.5

  Palladium-catalyzed oxidative carbonylation of N-sulfonyl-2-aminobiaryls through C-H bond activation and C-C, C-N bond formation under TFA-free and milder conditions has been developed. The reaction tolerates a variety of substrates and provides biologically important phenanthrldlnone derivatives in yields up to 94%.