7-fluoro-2-azafluorenone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-fluoro-2-azafluorenone
• 英文别名: 7-Fluoroindeno[2,1-c]pyridin-9-one
• 化学式: C₁₂H₆FNO
• 分子量: 199.184
• InChiKey: CKRRCHDDHCBUMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-O-ethyl 3-O-methyl pyridin-1-ium-1,3-dicarboxylate;chloride 在 邻四氯苯醌 、 PPA 、 Polyphosphoric acid (PPA) 、 lithium chloride 、 锌 作用下， 反应 8.0h， 生成 7-fluoro-2-azafluorenone
  参考文献：
  名称：

  Syntheses of 2-Azafluorenones from 3-Substituted 4-Arylpyridines

  摘要：

  3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.

  DOI：

  10.3987/com-92-6199

文献信息

• Synthesis of Azafluorenones using Zeolites.
  作者：R. Sreekumar、P. Rugmini、R. Padmakumar

  DOI：10.1080/00397919808007183

  日期：1998.6

  Abstract A convenient method for the synthesis of various azafluorenones (2a-f & 4a-d) by cyclization of substituted arylpyridines (1a-f & 3a-d) using zeolites are described.

  摘要描述了使用沸石环化取代的芳基吡啶 (1a-f & 3a-d) 合成各种氮杂芴酮 (2a-f & 4a-d) 的简便方法。
• Syntheses of 2-Azafluorenones from 3-Substituted 4-Arylpyridines
  作者：Min-Jen Shiao、Kang-Hsiuan Liu、Pen-Yuan Lin

  DOI：10.3987/com-92-6199

  日期：——

  3-Substituted 4-arylpyridines (5a-i) were synthesized in good yields by reaction of mixed copper, zinc aryl organometallics (2a-e) with 1-ethoxycarbonyl-pyridinium chlorides (1a-d) followed by o-chloranil oxidation under reflux in toluene. The 4-arylpyridines (5a-i) are obtained predominantly. Having compounds (5a-i) in hand, a convenient method was developed for the synthesis of 2-azafluorenones (7a-f) by using cyclization of 4-arylpyridines (5a-i) with polyphosphoric acid.