11-phenyl-10,12-dihydrodiindeno<1,2-b:2,1-e>pyridine | 68063-24-1

• 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-phenyl-10,12-dihydrodiindeno<1,2-b:2,1-e>pyridine
• 英文别名: 6-phenyl-5,7-dihydrodiindeno[1,2-b:2',1'-e]pyridine；11-phenyl-10H,12H-diindeno[1,2-b:2',1'-e]pyridine；4-phenylbisindeno<1,2-b>pyridine；11-phenyl-10,12-dihydro-diindeno[1,2-b;2',1'-e]pyridine；11-Phenyl-diindeno<1,2-b:2',1'-c>pyridin；11-Phenyl-diindeno<1,2-b:2',1'-e>pyridin；12-phenyl-2-azapentacyclo[11.7.0.03,11.04,9.015,20]icosa-1,3(11),4,6,8,12,15,17,19-nonaene
• CAS: 68063-24-1
• 化学式: C₂₅H₁₇N
• 分子量: 331.417
• InChiKey: WYQUDTZYZNYCJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 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：
  1

反应信息

• 作为产物：
  描述：

  1-茚酮肟 在 sodium hydrogensulfite 、 copper(I) bromide 作用下， 以 二甲基亚砜 为溶剂， 反应 5.5h， 生成 11-phenyl-10,12-dihydrodiindeno<1,2-b:2,1-e>pyridine
  参考文献：
  名称：

  铜催化肟肟与醛的偶联：吡啶合成的新策略

  摘要：

  乙酸肟肟与醛的铜催化偶联为合成高度取代的吡啶提供了新的策略。这种新颖的方法可耐受多种功能，并允许将肟肟乙酸酯快速精制为各种取代的吡啶。

  DOI：

  10.1021/ol202290y

文献信息

• An Efficient Improve for the Kröhnke Reaction: One-pot Synthesis of 2,4,6-Triarylpyridines Using Raw Materials under Microwave Irradiation
  作者：Shujiang Tu、Tuanjie Li、Feng Shi、Fang Fang、Songlei Zhu、Xianyong Wei、Zhimin Zong

  DOI：10.1246/cl.2005.732

  日期：2005.5

  A series of 2,4,6-triarylpyridines have been prepared by the one-pot reaction of aldehydes with aromatic ketones in the presence of ammonium acetate under microwave irradiation without catalyst. This method has the advantage of easier workup, shorter reaction time, higher yield, and environment-friendly.

  在醋酸铵存在下，在没有催化剂的情况下，在醋酸铵的存在下，通过醛与芳香酮的一锅反应制备了一系列2,4,6-三芳基吡啶。该方法具有后处理容易、反应时间短、收率高、环境友好等优点。
• 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。
• Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. Part 6. Reactions of N-(substituted benzyl)azaheterocyclonium compounds with piperidine
  作者：Alan R. Katritzky、Wlodzimierz H. Basinski、Yu Xiang Ou、Giuseppe Musumarra、Ranjan C. Patel

  DOI：10.1039/p29820001055

  日期：——

  The preparation is described of series of N-(p-substituted)benzyl and N-(2-furfuryl) compounds with different heterocyclic leaving groups. First- and second-order rate constants for their reactions with piperidine in chlorobenzene are measured and discussed. Plots of k2 values for substituted compounds versus k2 for the parent N-benzyl derivative are linear for each substituent despite variable temperature

  描述了具有不同杂环离去基团的一系列N-（对位取代的）苄基和N-（2-糠基）化合物的制备。测量和讨论了它们在氯苯中与哌啶反应的一级和二级速率常数。尽管测量温度变化，但每个取代基的取代化合物的k 2值与母体N-苄基衍生物的k 2的关系图是线性的。
• Reaction of 3,5-Carbonyl-substituted 1,4-Dihydropyridines with Hydrazine Hydrate
  作者：E. Bisenieks、J. Uldrikis AFFIL = Latvian Institute、G. Duburs AFFIL = Latvian Institute of

  DOI：10.1023/b:cohc.0000044569.14048.79

  日期：2004.7
• Keuper, Ralf; Risch, Nikolaus; Floerke, Ulrich, Liebigs Annalen, 1996, # 5, p. 705 - 715
  作者：Keuper, Ralf、Risch, Nikolaus、Floerke, Ulrich、Haupt, Hans-Juergen

  DOI：——

  日期：——