1-(2-methyl-1-(4-nitrophenyl)-4-phenyl-1H-pyrrol-3-yl)ethanone | 1448019-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(2-methyl-1-(4-nitrophenyl)-4-phenyl-1H-pyrrol-3-yl)ethanone
• 英文别名: 1-[2-methyl-1-(4-nitrophenyl)-4-phenylpyrrol-3-yl]ethanone
• CAS: 1448019-70-2
• 化学式: C₁₉H₁₆N₂O₃
• 分子量: 320.348
• InChiKey: SWKQFEQCTIHFKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  反式硝基苯乙烯 、 4-硝基苯胺 、 乙酰丙酮 在 N-methyl-2-pyrrolidonium methyl sulfonate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以78%的产率得到1-(2-methyl-1-(4-nitrophenyl)-4-phenyl-1H-pyrrol-3-yl)ethanone
  参考文献：
  名称：

  One-pot multicomponent synthesis of 1,2,3,4-tetrasubstituted pyrroles catalyzed by [NMPH]CH3SO3

  摘要：

  A general method for the synthesis of 1,2,3,4-tetrasubstituted pyrroles by [NMPH]CH3SO3 is reported. A full factorial design was performed in order to obtain a more robust and statistically correct optimum condition. The products were obtained in moderate to excellent yields. The developed methodology is very simple, cost-effective, and applicable for tri- and tetra-component reactions. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2019.151043

文献信息

• Nano-CoFe2O4 supported molybdenum as an efficient and magnetically recoverable catalyst for a one-pot, four-component synthesis of functionalized pyrroles
  作者：Bao-Le Li、Mo Zhang、Hai-Chuan Hu、Xia Du、Zhan-Hui Zhang

  DOI：10.1039/c3nj01368e

  日期：——

  A novel magnetic nanoparticle CoFe2O4 supported Mo ([CoFe2O4@SiO2-PrNH2-Mo(acac)2]) was prepared and found to be a highly active and efficient catalyst for a one-pot synthesis of polysubstituted pyrroles via four-component reaction of aldehydes, amines, 1,3-dicarbonyl compounds and nitromethane. The easy recovery of the catalyst and reusability, broad substrate scopes, short reaction time, high yields

  制备了新型的磁性纳米颗粒CoFe 2 O 4负载的Mo（[CoFe 2 O 4 @SiO 2 -PrNH 2 -Mo（acac）2 ]），发现其是用于一锅法合成多取代基的高活性和高效催化剂。通过醛，胺，1,3-二羰基化合物和硝基甲烷的四组分反应生成吡咯。易于回收的催化剂和可重复使用性，广泛的底物范围，较短的反应时间，高收率的产品和无溶剂的条件，使该方案切实可行，对环境友好且在经济上具有吸引力。
• β-Cyclodextrin as a recyclable catalyst: aqueous phase one-pot four-component synthesis of polyfunctionalized pyrroles
  作者：Karnakar Konkala、Rakhi Chowrasia、Padma S. Manjari、Nelson L. C. Domingues、Ramesh Katla

  DOI：10.1039/c6ra08335h

  日期：——

  straightforward methodology was explored for the first time towards the synthesis of polyfunctionalized pyrroles using β-cyclodextrin as a reusable supramolecular catalyst in aqueous medium. The present method provides various diversely substituted pyrroles from the commercially available synthons in good to excellent yields. The advantages of this novel protocol are use of environmentally benign reaction medium

  首次探索了一种优雅，温和且简单的方法，以β-环糊精为水性介质中可重复使用的超分子催化剂，以合成多官能吡咯。本方法从商业合成子以良好至优异的产率提供了各种不同取代的吡咯。与现有方法相比，该新颖方案的优点是使用环境友好的反应介质和β-环糊精的可回收性。
• Efficient and recoverable novel pyranothiazol Pd (II), Cu (II) and Fe(III) catalysts in simple synthesis of polyfunctionalized pyrroles: Under mild conditions using ultrasonic irradiation
  作者：Mahmoud Abd El Aleem Ali Ali El‐Remaily、Nashwa M. El‐Metwaly、Tahani M. Bawazeer、Mohamed E. Khalifa、Tarek El‐Dabea、Ahmed M. Abu‐Dief

  DOI：10.1002/aoc.6370

  日期：2021.11

  synthesize polyfunctionalized pyrrole derivatives using ultrasonic irradiation in a one-pot reaction. The catalyst was selected for this application based on the history of Pd (II) complexes and the properties expected theoretically. A condensation reaction for aromatic aldehyde, aromatic amine, acetylacetone, and nitromethane was carried out under mild reaction conditions by ultrasonic irradiation. All

  通过双齿螯合模式从噻唑配体制备了三种新型 Pd (II)、Cu (II) 和 Fe (III) 配合物。应用替代光谱和分析工具来阐明它们的结构和分子式。该研究扩展到使用标准方法研究溶液中配合物的稳定性和化学计量。此外，Material Studio Package 通过密度泛函理论 (DFT) 方法获得了结构形式内的最佳原子分布。这项计算研究为我们提供了显着的物理特性以进行区分。此外，使用 Crystal explorer 程序研究了填充系统中的晶体表面特性，以评估表面之间的接触程度。计算数据通过一些物理特征区分 Pd (II)-噻唑 (HYHPd) 配合物，这在催化领域可能是有前途的。选择该配合物以在一锅反应中使用超声波辐射来发挥催化作用来合成多官能化吡咯衍生物。基于 Pd (II) 配合物的历史和理论上预期的性能，为此应用选择了催化剂。芳香醛、芳香胺、乙酰丙酮和硝基甲烷的缩合反应是在温
• Deep eutectic solvent based on choline chloride and malonic acid as an efficient and reusable catalytic system for one-pot synthesis of functionalized pyrroles
  作者：Hai-Chuan Hu、Yu-Heng Liu、Bao-Le Li、Zhen-Shui Cui、Zhan-Hui Zhang

  DOI：10.1039/c4ra13577f

  日期：——

  Deep eutectic solvent (DES) based on choline chloride and malonic acid was applied as catalyst and reaction medium for synthesis of pyrroles by one-pot, four-component reaction of amines, aldehydes, 1,3-dicarbonyl compounds and nitromethane.

  基于氯化胆碱和丙二酸的深共熔溶剂（DES）被应用作催化剂和反应介质，通过一锅法、四组分反应合成吡咯，反应物包括胺、醛、1,3-二羰基化合物和硝基甲烷。
• One-pot four-component synthesis of highly substituted pyrroles in gluconic acid aqueous solution
  作者：Bao-Le Li、Pei-He Li、Xue-Na Fang、Chun-Xiao Li、Jing-Lei Sun、Li-Ping Mo、Zhan-Hui Zhang

  DOI：10.1016/j.tet.2013.06.049

  日期：2013.8

  Four-component coupling of amines, aldehydes, 1,3-dicarbonyl compounds, and nitromethane has been achieved in gluconic acid aqueous solution (GAAS) to produce polysubstituted pyrroles in high yield. Gluconic acid aqueous solution could be recycled and reused several times without significant loss of its efficiency. (C) 2013 Elsevier Ltd. All rights reserved.