9-fluoro-2-methyl-5-tosylphenanthridin-6(5H)-one | 1426813-10-6

• 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: 9-fluoro-2-methyl-5-tosylphenanthridin-6(5H)-one
• 英文别名: 9-Fluoro-2-methyl-5-(4-methylphenyl)sulfonylphenanthridin-6-one
• CAS: 1426813-10-6
• 化学式: C₂₁H₁₆FNO₃S
• 分子量: 381.427
• InChiKey: MYLZANAYXHQAFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-fluoro-2-methyl-5-tosylphenanthridin-6(5H)-one 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以77%的产率得到9-fluoro-2-methylphenanthridin-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
• 作为产物：
  描述：

  3'-fluoro-5-methyl-[1,1'-biphenyl]-2-amine 在 吡啶 、 silver(I) acetate 、 palladium diacetate 作用下， 以 乙腈 为溶剂， 反应 26.0h， 生成 9-fluoro-2-methyl-5-tosylphenanthridin-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