94789-40-9Relevant academic research and scientific papers
Triethanolammonium acetate ([teah][oac]) as a recyclable promoter and medium for green and four-component synthesis of polyfunctionalized pyrrole derivatives
Amirmahani, Najmeh,Daneshi, Milad,Pouramiri, Behjat,Seyedi, Fatemeh
supporting information, p. 273 - 280 (2021/04/28)
Multi-component synthesis of functionalized pyrrole derivatives was achieved via a fourcomponent condensation reaction of ethyl acetoacetate/ methyl acetoacetate, aromatic amines, nitromethane, and aromatic aldehydes using triethanolammonium acetate ([TEAH][OAc]) ionic liquid as a green solvent and catalyst. Easy access to highly substituted pyrroles, reusability of the catalyst, broad substrate scopes, no column chromatography, short reaction time, good yields of products and solventfree conditions make this protocol environmentally friendly and practically attractive.
Natural Hydroxyapatite: Green Catalyst for the Synthesis of Pyrroles, Inhibitors of Corrosion
Louroubi, Abdelhadi,Nayad, Abdallah,Hasnaoui, Ali,Idouhli, Rachid,Abouelfida, Abdessalam,El Firdoussi, Larbi,Ait Ali, Mustapha
, (2021/03/22)
Polysubstituted pyrroles have been synthesized in good yields via a four-component one-pot reaction of 1,3-dicarbonyl compounds, amines, aldehydes, and nitroalkanes using natural hydroxyapatite (HAp) as an efficient green catalyst. This strategy provides advantages such as simple experimental and work-up procedures, mild conditions, high selectivity, low cost, high atom economy, and environmental friendliness; it uses a green commercial catalyst and does not require a solvent. The electrochemical behavior of S300 steel in 1 M hydrochloric acidic was studied in the presence of these heterocyclic compounds. The results showed good inhibition efficiency for steel in acidic media.
New magnetic-responsive deep eutectic catalyst based on Co2+/choline chloride for the synthesis of tetrahydro-pyrazolopyridines and pyrroles in water
Tamaddon, Fatemeh,Khorram, Ali
, (2020/02/27)
A new magnetic-responsive deep-eutectic (MDE) was detected by screening the components at different mole ratios in the solid-liquid equilibrated mixtures of CoCl2·6H2O and choline chloride (ChCl) followed by vacuum evaporation. Among
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.
An efficient and recyclable nanocatalyst for the green and rapid synthesis of biologically active polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazole derivatives
Thwin, Myo,Mahmoudi, Boshra,Ivaschuk, Olga A.,Yousif, Qahtan A.
, p. 15966 - 15975 (2019/06/10)
An effective process for the green and rapid synthesis of biologically active polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazoles derivatives using Cu@imine/Fe3O4 MNPs catalyst under solvent-free conditions is explained. This catalyst showed high reactivity for the synthesis of a set of different derivatives of polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazole derivatives under appropriate reaction conditions and short times. Moreover, the catalyst was also recycled and reused for six runs with no considerable reduction in reactivity and yields. Compared to the reported procedures, this method consistently demonstrates the advantages of low catalyst loading, short reaction times, easy separation and purification of the products, high yields, and high recoverability and recoverability of the catalyst.
The solvent-free synthesis of polysubstituted pyrroles by a reusable copper Schiff base complex immobilized on silica coated Fe3O4, and DNA binding study of one resulting derivative as a potential anticancer drug
Rakhtshah, Jamshid,Shaabani, Behrooz,Salehzadeh, Sadegh,Hosseinpour Moghadam, Neda
, (2019/01/04)
We demonstrate herein the synthesis of a new copper Schiff base complex immobilized on silica-coated Fe3O4 nanoparticles. The structure and composition of this magnetic nanocatalyst were analyzed using Fourier transform infrared (FT-IR), X-ray powder diffraction (XRD), vibrating sample magnetometry (VSM), scanning electron microscopy (SEM), energy dispersive X-ray (EDX) and inductively coupled plasma atomic emission spectroscopy (ICP-AES). This nanocomposite was found to be an efficient nanocatalyst for the synthesis of polysubstituted pyrrole derivatives and the products were isolated with high turnover number (TON) and high to excellent yields. Among the new synthesized polysubstituted pyrrole derivatives, we explored the first computational and experimental binding study of methyl 1-benzyl-4-(furan-2-yl)-2-methyl-1H-pyrrole-3-carboxylate (SP-10) with calf thymus deoxyribonucleic acid (ct-DNA), suggesting their application as potential anticancer activity. In addition, the binding modes of SP-10 with DNA and human serum albumin (HSA) were verified by molecular docking technique.
Regioselective Synthesis of 2,3,4-Trisubstituted Pyrroles via Pd(II)-Catalyzed Three-Component Cascade Reactions of Amines, Alkyne Esters, and Alkenes
Zhang, Xu,Xu, Xuefeng,Chen, Gong,Yi, Wei
supporting information, p. 4864 - 4867 (2016/10/18)
A new, efficient, and versatile Pd(II)-catalyzed oxidative three-component cascade reaction of diverse amines, alkyne esters, and alkenes is disclosed for the direct synthesis of diverse 2,3,4-trisubstituted pyrroles with broad functional group tolerance and in good to excellent yields. This transformation is supposed to proceed through the cascade formation of C(sp2)-C(sp2) and C(sp2)-N bonds via Pd(II)-catalyzed regioselective alkene migratory insertion, intramolecular radical addition, and oxidation sequential processes.
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
Deep eutectic solvent based on choline chloride and malonic acid as an efficient and reusable catalytic system for one-pot synthesis of functionalized pyrroles
Hu, Hai-Chuan,Liu, Yu-Heng,Li, Bao-Le,Cui, Zhen-Shui,Zhang, Zhan-Hui
, p. 7720 - 7728 (2015/03/05)
A deep eutectic solvent (DES) based on choline chloride and malonic acid was prepared easily with high purity at a low cost. It has been applied as a dual catalyst and reaction medium for the synthesis of functionalized pyrroles by a one-pot, four-component reaction of amines, aldehydes, 1,3-dicarbonyl compounds and nitromethane. This green solvent could be recycled and reused three times without loss of its efficiency.
Heterogeneous Fe-MIL-101 catalysts for efficient one-pot four-component coupling synthesis of highly substituted pyrroles
Tang, Jia,Yang, Mu,Yang, Ming,Wang, Jingjing,Dong, Wenjun,Wang, Ge
, p. 4919 - 4923 (2015/06/16)
Four-component coupling reactions (4CRs) of 1,3-dicarbonyl compounds, amines, aldehydes and nitromethane have been carried out for substituted pyrroles using iron-containing metal organic frameworks (MOFs) as heterogeneous catalysts. Due to its higher sur
