ethyl 2,6-bis(4-fluorophenyl)-1-phenyl-4-(phenylamino)-1,2,5,6-tetrahydropyridine-3-carboxylate

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: ethyl 2,6-bis(4-fluorophenyl)-1-phenyl-4-(phenylamino)-1,2,5,6-tetrahydropyridine-3-carboxylate
• 英文别名: Ethyl 2,6-bis(4-fluorophenyl)-1-phenyl-4-(phenylamino)-1,2,5,6-tetrahydropyridine-3-carboxylate；ethyl 4-anilino-2,6-bis(4-fluorophenyl)-1-phenyl-3,6-dihydro-2H-pyridine-5-carboxylate
• 化学式: C₃₂H₂₈F₂N₂O₂
• 分子量: 510.583
• InChiKey: WLDRMSCXKLUZKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 对氟苯甲醛 、 苯胺 在 [Mn-4BSMPC]Cl₂ 作用下， 以 neat (no solvent) 为溶剂， 反应 0.37h， 以89%的产率得到ethyl 2,6-bis(4-fluorophenyl)-1-phenyl-4-(phenylamino)-1,2,5,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  纳米Mn-[4-苄氧基苯基-水杨醛亚胺-甲基吡喃并吡唑-甲腈]Cl2 作为一种新型席夫碱配合物和催化剂用于合成高度取代的四氢吡啶

  摘要：

  (2021)。Nano-Mn-[4-Benzyloxyphenyl-salicylaldimine-methylpyranopyrazole-carbonitrile]Cl2 作为一种新型席夫碱配合物和催化剂用于合成高度取代的四氢吡啶。国际有机制剂和程序：卷。53，第 4 期，第 402-412 页。

  DOI：

  10.1080/00304948.2021.1920302

文献信息

• Fe(NO₃)₃·9H₂O as Efficient Catalyst for One-pot Synthesis of Highly Functionalized Piperidines
  作者：Nourallah Hazeri、Malek Taher Maghsoodlou、Sayyed Mostafa Habibi-Khorassani、Jasem Aboonajmi、Seyed Sajad Sajadikhah

  DOI：10.1002/jccs.201200421

  日期：2013.4

  Fe(NO3)3·9H2O is used as an efficient and effective catalyst for the one‐pot three‐component synthesis of highly functionalized piperidines from aromatic aldehydes, anilines and b–ketoesters in ethanol at ambient temperature. This procedure includes some important aspects like the easy work‐up, no need to column chromatography, simple and readily available precursors, and good to high yields.

  Fe（NO 3）3 ·9H 2 O可作为一种有效的催化剂，用于在环境温度下由芳族醛，苯胺和b-酮酸酯在乙醇中一锅三组分合成高度官能化的哌啶。该程序包括一些重要方面，例如易于处理，无需柱色谱，简单易用的前体以及良好到高收率。
• TiCl₂·2H₂O catalyzed one-pot synthesis of highly functionalized tetrahydropiperidines and evaluation of their antimicrobial activities
  作者：Mohsen Abbasi、Seyed Mohammad Seyedi、Hamid Sadeghian、Maryam Akhbari、Mohammadreza Enayaty、Ali Shiri

  DOI：10.1515/hc-2015-0081

  日期：2016.6.1

  One-pot condensation reaction of ethyl acetoacetate, various substituted benzaldehydes and anilines in the presence of TiCl₂·2H₂O yields highly functionalized tetrahydropiperidines. Atom economy, efficiency, and short reaction times are the advantages of the method, which is carried out under mild conditions using easily accessible and inexpensive chemicals. The antimicrobial activity of the synthesized products was evaluated against three Gram-positive and three Gram-negative bacteria, a yeast and a fungus strain using disc diffusion and minimum inhibitory concentration methods.

  一锅法合成反应中，乙酰乙酸乙酯、各种取代苯甲醛和苯胺在TiCl2·2H2O存在下反应，生成高度官能化的四氢哌啶。该方法具有原子经济性、效率高和反应时间短的优点，采用易得且廉价的化学品在温和条件下进行。合成产物的抗菌活性通过盘扩散和最小抑制浓度方法评估，对三种革兰氏阳性细菌、三种革兰氏阴性细菌、一种酵母和一种真菌菌株进行了测试。
• A robust synthesis and characterization of superparamagnetic CoFe₂O₄nanoparticles as an efficient and reusable catalyst for green synthesis of some heterocyclic rings
  作者：Mahmoud Abd El Aleem Ali El-Remaily、Ahmed M. Abu-Dief、Rafat M. El-Khatib

  DOI：10.1002/aoc.3536

  日期：2016.12

  range with highly homogeneous spherical shape and elemental composition. Moreover, the prepared magnetic CoFe2O4 nanoparticles were used as an efficient catalyst for green synthesis of tetrahydropyridines and pyrrole derivatives in excellent yields, with easy work‐up and purification of products by non‐chromatographic methods. The catalyst can be recovered for subsequent reactions and reused without any

  研究了通过水热技术可靠地合成磁性CoFe 2 O 4纳米粒子。制备的磁性纳米粒子通过粉末X射线衍射，扫描，透射和高分辨率透射电子显微镜，能量分散X射线和红外光谱，热重分析和振动样品磁力分析进行了表征。根据获得的数据，制备的粉末由纳米尺寸范围内的超细颗粒组成，具有高度均匀的球形和元素组成。此外，制备了磁性CoFe 2 O 4纳米粒子被用作绿色合成四氢吡啶和吡咯衍生物的有效催化剂，产率高，且易于处理和通过非色谱法纯化产物。可以将催化剂回收用于随后的反应，并在没有任何明显活性损失的情况下重复使用。版权所有©2016 John Wiley＆Sons，Ltd.
• <scp>l</scp>-Proline nitrate: a recyclable and green catalyst for the synthesis of highly functionalized piperidines
  作者：Nikita R. Agrawal、Sandeep P. Bahekar、Prashant B. Sarode、Sanjio S. Zade、Hemant S. Chandak

  DOI：10.1039/c5ra08022c

  日期：——

  Multi-component synthesis of highly functionalized piperidines has been demonstrated using ‘fully green’ l-proline nitrate as recyclable room temperature ionic liquid. Recycling of the catalyst was possible up to five runs without loss of catalyst activity.

  使用可回收的室温离子液体‘全绿色’L-脯氨酸硝酸盐，已经展示了高度官能化哌啶的多组分合成。催化剂可循环使用达5次，而不会损失催化活性。
• One-Pot Three-Component Synthesis of Highly Substituted Piperidines Using 1-Methyl-2-Oxopyrrolidinium Hydrogen Sulfate
  作者：Seyed Sajad Sajadikhah、Nourallah Hazeri、Malek Taher Maghsoodlou、Sayyed Mostafa Habibi-Khorassani、Adel Beigbabaei、Mojtaba Lashkari

  DOI：10.3184/174751912x13395258340271

  日期：2012.8

  1-Methyl-2-oxopyrrolidinium hydrogen sulfate ([Hpyro][HSO4]) is used as an ionic liquid catalyst for the one-pot three-component synthesis of highly substituted piperidines from aromatic aldehydes, anilines and β–ketoesters in refluxing ethanol. This homogeneous catalyst procedure has the advantages of easy work-up, no need for column chromatography, simple and readily available precursors, and good

  1-甲基-2-氧代吡咯烷硫酸氢盐 ([Hpyro][HSO4]) 用作离子液体催化剂，用于在回流乙醇中由芳香醛、苯胺和 β-酮酯一锅三组分合成高度取代的哌啶。这种均相催化剂程序具有后处理简单、无需柱色谱、前体简单易得、收率高的优点。