155014-69-0Relevant academic research and scientific papers
Preparation method of multi-substituted pyrrole compound
-
Paragraph 0065-0067; 0113, (2022/01/20)
The present invention discloses a method for preparing a multi-substituted pyrrole compound, which is an aromatic amine compound shown in formula (I), β - dione compound shown in formula (II), β - nitro aryl vinyl compound shown in formula (III) as raw ma
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
El-Remaily, Mahmoud Abd El Aleem Ali Ali,El-Metwaly, Nashwa M.,Bawazeer, Tahani M.,Khalifa, Mohamed E.,El-Dabea, Tarek,Abu-Dief, Ahmed M.
, (2021/08/03)
Three novel Pd (II), Cu (II), and Fe (III) complexes were prepared from thiazole ligand through bidentate chelating mode. Alternative spectral and analytical tools were applied to elucidate their structural and molecular formulae. This study was extended to investigate stability and stoichiometry of complexes in solution, using standard methods. In addition, the best atomic distribution within structural forms was obtained by Material Studio Package via the density functional theory (DFT) method. This computational study fed us with significant physical characteristics for differentiation. Also, crystal surface properties in the packing system were studied using the Crystal explorer program, to evaluate the extent of contact between surfaces. Computational data discriminate Pd (II)-thiazole (HYHPd) complex by some physical features, which may be promising in the catalytic field. This complex was selected to play a catalytic function to 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 reaction conditions were optimized among that variable Lewis acid catalysts in comparison to our new complexes. HYHPd catalyst displayed superiority in overall trials with high yield, short time, and green conditions (solvent H2O/EtOH). Also, the recovery of hetero-catalyst was succeeded and reused by the same efficiency up to five times after that the efficiency was reduced. The mechanism of action was proposed based on the ability of Pd (II) for adding extra-bonds over z axis and supported by theoretical aspects.
Layered double hydroxides@poly(p-phenylenediamine)@Cu as a novel catalyst for the synthesis of pyrrole derivatives: preparation and characterization
Mirzaei-Mosbat, Maryam,Ghorbani-Vaghei, Ramin,Karamshahi, Zahra
, p. 1613 - 1628 (2019/12/12)
Abstract: In this research, the synthesis route of ZnCr-layered double hydroxides functionalized with poly(p-phenylenediamine) and Cu(II) was described. LDHs@PpPDA@Cu was synthesized as a novel, green, and recyclable catalyst and characterized by various
An efficient synthesis of highly substituted functionalized pyrroles via a four-component coupling reaction catalyzed by Fe(III)-Schiff base/SBA-15
Rezanejade Bardajee, Ghasem,Ghaedi, Aseyeh,Hazrati, Hamideh,Jafarpour, Farnaz
, p. 1213 - 1220 (2020/04/15)
An environmentally friendly, straightforward, and cheap synthesis of highly substituted functionalized pyrrole derivatives via one pot four-component reactions of 1,3-dicarbonyl compounds, amines, aromatic aldehydes, and nitroalkanes have been developed. This methodology provides desired pyrroles in good-to-excellent yields in the presence of Fe (III)-Schiff base/SBA-15 as a heterogeneous catalyst.
Ionic liquid-assisted preparation of two-dimensional ZnO/Fe3o4 nano-composites and their application in polysubstituted pyrroles synthesis
Hossaini, Zinatossadat,Karami, Hossein,Rostami-Charati, Faramarz,Sabbaghan, Maryam
, p. 55 - 65 (2020/03/27)
Aims and Objective: Ionic liquids are a suitable medium for stabilization and preparation of catalytic systems. Materials and Methods: The two-dimensional (2D) ZnO/Fe3O4 nanocomposites were synthesized using ionic liquid [OMIM]Br as a stabilizer and soft template. The nanocomposites were characterized via FTIR, XRD, VSM and SEM analysis. Result: The catalytic activity of these composites was evaluated using a multicomponent reaction of primary amines, acetylacetone, and 2-bromoacetophenone. Conclusion: 2D ZnO/Fe3O4 as a recyclable and green catalyst showed excellent catalytic performance for the preparation of poly-substituted pyrroles.
One-pot multicomponent synthesis of 1,2,3,4-tetrasubstituted pyrroles catalyzed by [NMPH]CH3SO3
Pachechne, Luana A.,Pereira, Vinicius F.,Martins, Guilherme M.,Martendal, Edmar,Xavier, Fernando R.,Mendes, Samuel R.
supporting information, (2019/09/09)
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.
Fe3O4?SiO2—CPTMS—Guanidine—SO3H-catalyzed One-Pot Multicomponent Synthesis of Polysubstituted Pyrrole Derivatives under Solvent-Free Conditions
Rostami,Shiri
, p. 1204 - 1211 (2019/10/19)
A highly efficient procedure for the one-pot synthesis of polysubstituted pyrrole derivatives by the reaction between of aniline derivatives, β-diketones or β-ketoesters, and β-nitrostyrene derivatives in the presence of Fe3O4?SiOsu
β-Cyclodextrin as a recyclable catalyst: Aqueous phase one-pot four-component synthesis of polyfunctionalized pyrroles
Konkala, Karnakar,Chowrasia, Rakhi,Manjari, Padma S.,Domingues, Nelson L. C.,Katla, Ramesh
, p. 43339 - 43344 (2016/05/24)
An elegant, mild and 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 and recyclability of β-cyclodextrin over the existing methods.
Synthesis of pyrroles from β-enamines and nitroolefins catalyzed by I2 under High-speed Vibration Milling (HSVM)
Xu, Hui,Li, Yujin,Xing, Mengming,Jia, Jianhong,Han, Liang,Ye, Qing,Gao, Jianrong
supporting information, p. 574 - 576 (2015/05/27)
A solvent-free reaction, using a high-speed vibration milling (HSVM) technique, has been developed for the synthesis of polysubstituted pyrroles from β-enamines and nitroolefins as the raw materials, by using iodine as the catalyst. The influences of the
The acidic ionic liquid [BSO3HMIm]HSO4: A novel and efficient catalyst for one-pot, three-component syntheses of substituted pyrroles
Luo, Yuan,Zhang, Bao-Qiang,He, Yan-Hong,Guan, Zhi
, p. 29 - 38 (2015/06/16)
An acidic ionic liquid 3-methyl-2-(1-sulfobutyl)-1H-imidazolium hydrogensulfate, [BSO3HMIm]HSO4, was used as an efficient catalyst for the synthesis of a variety of pyrrole derivatives via a one-pot, three-component condensation of amines, nitroolefins, and 1,3-dicarbonyl compounds. Good to excellent yields of 72-96 % were obtained under reflux in ethanol. The catalyst could easily be recovered and recycled up to six times, resulting in good yields without prolonging the reaction time. This method was also efficient in large-scale preparation. The procedure could be easily expanded to a one-pot, four-component reaction. This ionic liquid-catalyzed reaction provided an environmentally friendly alternative to the synthesis of pyrrole derivatives.
