11-(4-fluorophenyl)diindeno[1,2-b:2',1'-e]pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 11-(4-fluorophenyl)diindeno[1,2-b:2',1'-e]pyridine
• 英文别名: 12-(4-Fluorophenyl)-2-azapentacyclo[11.7.0.03,11.04,9.015,20]icosa-1,3(11),4,6,8,12,15,17,19-nonaene；12-(4-fluorophenyl)-2-azapentacyclo[11.7.0.03,11.04,9.015,20]icosa-1,3(11),4,6,8,12,15,17,19-nonaene
• 化学式: C₂₅H₁₆FN
• 分子量: 349.407
• InChiKey: RPDQDNOZXJAJEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氟苯甲醛 、 1-茚酮 在 ammonium acetate 作用下， 反应 0.17h， 以92%的产率得到11-(4-fluorophenyl)diindeno[1,2-b:2',1'-e]pyridine
  参考文献：
  名称：

  在无溶剂条件下不使用任何催化剂有效合成多取代吡啶

  摘要：

  摘要 开发了一种方便且环保的无溶剂合成多取代吡啶衍生物的方法。与经典反应条件相比，这种新的合成方法具有收率高、设置简单、反应条件温和等优点。

  DOI：

  10.1080/00397910801991184

文献信息

• Efficient Synthesis of Polysubstituted Pyridine under Solvent‐free Conditions without Using Any Catalysts
  作者：Liangce Rong、Hongxia Han、Suhui Wang、Qiya Zhuang

  DOI：10.1080/00397910801991184

  日期：2008.5

  Abstract A convenient and environmentally friendly solvent‐free procedure has been developed for the synthesis of polysubsituted pyridine derivatives. Compared with the classical reaction condition, this new synthetic method has the advantage of excellent yields, easy setup, and mild reaction conditions.

  摘要 开发了一种方便且环保的无溶剂合成多取代吡啶衍生物的方法。与经典反应条件相比，这种新的合成方法具有收率高、设置简单、反应条件温和等优点。
• Kröhnke reaction in aqueous media: one-pot clean synthesis of 4′-aryl-2,2′:6′,2″-terpyridines
  作者：Shujiang Tu、Runhong Jia、Bo Jiang、Junyong Zhang、Yan Zhang、Changsheng Yao、Shunjun Ji

  DOI：10.1016/j.tet.2006.10.069

  日期：2007.1

  A clean aqueous Krohnke reaction process has been accomplished via a one-pot procedure of 2-acetylpyridine with aromatic aldehyde and ammonium acetate under microwave irradiation or conventional heating conditions. This method is convenient, economic and environmental friendly. (c) 2006 Elsevier Ltd. All rights reserved.
• The synthesis of polysubstituted pyridines using nano Fe3O4 supported hydrogensulfate ionic liquid
  作者：Heshmatollah Alinezhad、Mahmood Tajbakhsh、Neda Ghobadi

  DOI：10.1007/s11164-015-1951-3

  日期：2015.11

  Reaction of 1-methylimidazole with 3-(trimethoxysilyl)propyl chloride resulted in formation of 1-methyl-3-(trimethoxysilyl)propyl imidazolium chloride ([pmim]Cl). Anchoring of the ionic liquid on to silica-coated magnetic Fe3O4 particles afforded the corresponding supported ionic liquid MNP-[pmim]Cl. Exchanging the Cl− anion by treatment with H2SO4 gave the Brønsted ionic liquid MNP-[pmim]HSO4. FT-IR, XRD, SEM, TEM, TG/DTG, VSM, and CHN analysis were used to characterize the supported ionic liquid. The results indicated the catalyst was a nanostructure. The catalytic activity of the supported ionic liquid was examined in the synthesis of the polysubstituted pyridines by reaction of aromatic aldehydes, and acetophenones or indan-1-one with ammonium acetate under solvent-free conditions. The catalyst could be easily recovered, by applying an external magnetic field, and reused at least six runs without deterioration of its catalytic activity.

  1-甲基咪唑与3-(三甲氧基硅基)丙基氯的反应生成了1-甲基-3-(三甲氧基硅基)丙基咪唑氯化物（[pmim]Cl）。将该离子液体固定在涂有二氧化硅的磁性Fe3O4颗粒上，得到了相应的支撑离子液体MNP-[pmim]Cl。用H2SO4处理将Cl−阴离子交换为布朗斯特酸性离子液体MNP-[pmim]HSO4。采用FT-IR、XRD、SEM、TEM、TG/DTG、VSM和CHN分析对支撑离子液体进行了表征。结果表明该催化剂为纳米结构。支撑离子液体的催化活性在芳香醛与乙酰苯酮或indan-1-酮与醋酸铵在无溶剂条件下反应合成多取代吡啶的过程中得到了检验。催化剂可以通过施加外部磁场轻松回收，并且在至少六次使用中不损失其催化活性。