Novel magnetic nanoparticles with ionic liquid tags as a reusable catalyst in the synthesis of polyhydroquinolines

In this study, we have introduced {Fe3O4@SiO2@(CH2)3Im}C(NO2)3 as a novel and heterogeneous reusable catalyst for the four component preparation of polyhydroquinoline derivatives under mild and eco-friendly reaction conditions. The structural confirmation of the novel heterogeneous reusable promoter was fully made using FT-IR, X-ray diffraction (XRD), field emission scanning electron microscopy (FESEM), energy-dispersive spectroscopy (EDS) elemental mapping analysis, high resolution transmission electron microscopy (HRTEM), thermogravimetry (TG), derivative thermal gravimetric (DTG), differential thermal (DTA) and vibrating sample magnetometer (VSM) analyses. The nanomagnetic heterogeneous catalyst was successfully applied for the synthesis of polyhydroquinoline derivatives via a four component condensation of a good range of aryl aldehydes, dimedone, ethyl acetoacetate or methyl acetoacetate as a β-ketoester, and ammonium acetate as a nitrogen source under solvent free conditions. Moreover, experimental evidence has demonstrated that {Fe3O4@SiO2@(CH2)3Im}C(NO2)3 could act as a recoverable nanomagnetic and reusable catalyst without any considerable drop in the yield and the reaction time for at least eight times.We thank the Bu-Ali Sina University, the Iran National Science Foundation (INSF) (Allameh Tabataba'i's Award, Grant Number BN093), the University of Alicante (VIGROB-173), and the Spanish Ministerio de Economía y Competitividad (CTQ2015-66624-P) for financial support to our research groups

Synthesis and application of a novel nanomagnetic catalyst with Cl[DABCO-NO2]C(NO2)3 tags in the preparation of pyrazolo[3,4-b]pyridines via anomeric based oxidation

A novel nanomagnetic catalyst with Cl[DABCO-NO2]C(NO2)3 tags was designed, synthesized and fully characterized by several techniques such as Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy, elemental mapping analysis, thermogravimetric analysis, derivative thermal gravimetric, powder X-ray diffraction patterns, field scanning electron microscopy, high resolution transmission electron microscopy, physical adsorption and desorption of N2 isotherms (BET) and vibrating sample magnetometer. The synthesized nanomagnetic particles were used as an efficient and recyclable catalyst for the one-pot three component condensation reaction of 3-methyl-1-phenyl-1H-pyrazol-5-amine or 3-methyl-1H-pyrazol-5-amine, aryl aldehydes and malononitrile for the synthesis of pyrazolo[3,4-b]-pyridine derivatives under neat conditions.We thank Bu-Ali Sina University, Iran National Science Foundation (INSF) (Grant Number: 95831207), National Elites Foundation, University of Alicante (VIGROB-173, UAUSTI16-03), and the Spanish Ministerio de Economía y Competitividad (CTQ2015-66624-P) for financial support to our research groups

Design, synthesis, and application of 1H-imidazol-3-ium trinitromethanide {[HIMI]C(NO2)3} as a recyclable nanostructured ionic liquid (NIL) catalyst for the synthesis of imidazo[1,2-a]pyrimidine-3-carbonitriles

In this study, 1H-imidazol-3-ium trinitromethanide (1) {[HIMI]C(NO2)3} as a green and recyclable catalyst based on nanostructure ionic liquid (NIL) was designed, synthesized, fully characterized by various analysis techniques, and applied as catalyst for the synthesis of 4-amino-1,2-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine-3-carbonitrile derivatives via one-pot three-component condensation reaction. The reaction tolerates a wide range of electron-donating and electron-withdrawing substituents on aldehydes with malononitrile and 2-aminobenzimidazole at 50 °C under neat conditions. The described reaction is compatible with the green chemistry disciplines and their main advantages are short reaction time, high yields, simplicity of product isolation, and clean reaction profile. Additionally, the NIL catalyst (1) {[HIMI]C(NO2)3} can be readily recovered in the reaction vessel using a mixture of EtOAc/H2O (1:1) and reused for four consecutive runs without a significant loss in catalytic activity. The present study can open up a new and promising insight in the course of rational design, synthesis and applications of nanostructured task-specific ionic liquids (NTSILs) for numerous green purposes.We thank Bu-Ali Sina University, Iran National Science Foundation (INSF) (Grant number: 940124), National Elites Foundation, University of Alicante (VIGROB-173), and the Spanish Ministerio de Economía y Competitividad (CTQ2015-66624-P) for financial support to our research groups

Triphenyl(3-sulfopropyl)phosphonium trinitromethanide as a novel nanosized molten salt: Catalytic activity at the preparation of dihydropyrano[2,3-c]pyrazoles

In this paper, designing, preparation and characterization of a unique nanosized molten salt namely triphenyl(3-sulfopropyl)phosphonium trinitromethanide (TPSPPTNM) was reported. The successful formation of nanosized catalyst was verified by using suitable skills like fourier transform infrared spectroscopy (FT-IR), proton, carbon and phosphor NMR, X-ray diffraction patterns (XRD), field emission scanning electron microscopy (FESEM), energy dispersive X-ray analysis (EDX), SEM elemental mapping, high resolution transmission electron microscopy (HRTEM), thermogravimetry (TG) and derivative thermogravimetry (DTG) analysis. The catalytic application of the novel molten salt was explored towards the synthesis of pyrano[3,2-c]pyrazole derivatives under mild and green reaction conditions.We thank Bu-Ali Sina University, Iran National Science Foundation (INSF) (Grant Number: 940124), National Elites Foundation, University of Alicante (VIGROB-173, UAUSTI16-03), and the Spanish Ministerio de Economía y Competitividad (CTQ2015-66624-P) for financial support to our research groups