13-(4-fluorophenyl)-7,13-dihydroindeno[1,2-b]benzo[f]quinolin-1-2-one | 912288-86-9

• 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: 13-(4-fluorophenyl)-7,13-dihydroindeno[1,2-b]benzo[f]quinolin-1-2-one
• 英文别名: 13-(4-fluorophenyl)-7,13-dihydro-12H-benzo[f]indeno[1,2-b]quinolin-12-one；13-(4-Fluorophenyl)-7,13-dihydro-12h-benzo-[f]indeno[1,2-b]quinolin-12-one；12-(4-fluorophenyl)-2-azapentacyclo[11.8.0.03,11.04,9.014,19]henicosa-1(13),3(11),4,6,8,14,16,18,20-nonaen-10-one
• CAS: 912288-86-9
• 化学式: C₂₆H₁₆FNO
• 分子量: 377.418
• InChiKey: NPYXMJJNDDQAEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  13-(4-fluorophenyl)-7,13-dihydroindeno[1,2-b]benzo[f]quinolin-1-2-one 以 硝基苯 为溶剂， 反应 8.0h， 以62%的产率得到13-(4-fluorophenyl)-12H-benzo[f]indeno[1,2-b]quinolin-12-one
  参考文献：
  名称：

  Condensation of fluorosubstituted benzaldehydes with amines and cyclic 1,3-diketones

  摘要：

  Condensation of fluorosubstituted benzaldehydes with 2-naphthyl or 6-quinolylamine and cyclic beta-diketones (,3-cyclohexanedione, dimedone, and 1,3-indandione) provided new fluoroderivatives of benzo[a]acridine, 4,7-phenanthroline, and benzo[f]indeno[1,2-b]quinoline. Forming in the course of the reaction fluorophenylmethylene-2-naphthyl-(or 6-quinolyl)amines, arylbis(cyclohexane-1,3-dion-2-yl)methanes, and 2-(fluorophenylmethylene)- 1,3-indandiones were isolated.

  DOI：

  10.1134/s107042800611011x
• 作为产物：
  描述：

  2-(4-fluorophenylmethylene)-1H-indane-1,3-dione 、 2-萘胺 以 正丁醇 为溶剂， 反应 6.0h， 以78%的产率得到13-(4-fluorophenyl)-7,13-dihydroindeno[1,2-b]benzo[f]quinolin-1-2-one
  参考文献：
  名称：

  Condensation of fluorosubstituted benzaldehydes with amines and cyclic 1,3-diketones

  摘要：

  Condensation of fluorosubstituted benzaldehydes with 2-naphthyl or 6-quinolylamine and cyclic beta-diketones (,3-cyclohexanedione, dimedone, and 1,3-indandione) provided new fluoroderivatives of benzo[a]acridine, 4,7-phenanthroline, and benzo[f]indeno[1,2-b]quinoline. Forming in the course of the reaction fluorophenylmethylene-2-naphthyl-(or 6-quinolyl)amines, arylbis(cyclohexane-1,3-dion-2-yl)methanes, and 2-(fluorophenylmethylene)- 1,3-indandiones were isolated.

  DOI：

  10.1134/s107042800611011x

文献信息

• A clean synthesis of polyhydroacridine and indenoquinoline derivatives catalyzed by triethylbenzylammonium chloride in aqueous media
  作者：Xiang-Shan Wang、Mei-Mei Zhang、Zhao-Sen Zeng、Da-Qing Shi、Shu-Jiang Tu、Xian-Yong Wei、Zhi-Min Zong

  DOI：10.1002/jhet.5570430426

  日期：2006.7

  An efficient and convenient synthesis of benzo[a]acridines and indeno[1,2-b]benzo[f]quinolines was achieved in high yields by the reaction of N-arylidenenaphthalen-2-amine with 1,3-dicarbonyl compounds catalyzed with triethylbenzylammmonium chloride (TEBAC) in aqueous media. The structures were established by spectroscopic data and further confirmed by X-ray analysis. This method provides several advantages

  通过N-芳烯萘-2-胺与1,3-二羰基化合物的反应，可以高效合成苯并[ a ] r啶和茚并[1,2- b ]苯并[ f ]喹啉。三乙基苄基氯化铵（TEBAC）在水性介质中。通过光谱数据确定结构，并通过X射线分析进一步确认。该方法具有许多优点，例如中性条件，高收率和简单的后处理程序。另外，选择水作为绿色和可循环使用的溶剂。