Fe<sub>3</sub>O<sub>4</sub> nanoparticle‐supported copper(I): magnetically recoverable and reusable catalyst for the synthesis of quinazolinones and bicyclic pyrimidinones

Nanoparticles are key focus of research for a wide range of novel applications. As such, ZnFe 2 O 4 magnetic nanoparticles were synthesized hydrothermally and characterized via scanning and transmission electron microscopies, powder X-ray diffraction, energy-dispersive X-ray and infrared spectroscopies, thermogravimetric analysis and magnetic measurements. They were used as a robust catalyst for the synthesis of a series of biologically active multi-substituted imidazoles using a multicomponent reaction by the reaction of benzil with various aromatic aldehydes, ammonium acetate and aliphatic amines (N,N-dimethyl-1,3-propanediamine and 1-amino-2-propanol) under solvent-free conditions. The key advantages of this method are shorter reaction times, very high yield and ease of operation. The thermally and chemically stable, benign and economical catalyst was easily recovered using an external magnet and reused in at least five successive runs without an appreciable loss of activity. All of these novel synthesized compounds were characterized from spectral data and their purities were checked using thin-layer chromatography, giving one spot. Furthermore, the prepared compounds were tested for their anti-inflammatory activity.

Section: Introductionmentioning

confidence: 99%

Hydrothermal preparation and characterization of ZnFe₂O₄ magnetic nanoparticles as an efficient heterogeneous catalyst for the synthesis of multi‐substituted imidazoles and study of their anti‐inflammatory activity

Marzouk

Abu‐Dief

Abdelhamid

2017

“…Boronic acids and their derivatives seem to be the most universal reactant among them due to tolerating a wide variety of functional groups. Presently, not only amines and amides, but also imides, carbamides, carbamates, sulphoamides, and different N‐heterocycles can be used as the reactants being a source of nitrogen nucleophiles in the C‐N coupling reactions with boronic acids or its derivatives. Thanks to this, many valuable compounds used for the production of pharmaceuticals, agrochemicals, polymers and advanced materials can be obtained.…”

Section: Introductionmentioning

confidence: 99%

Polymer supported copper(II) amine‐imine complexes in the C‐N and A³ coupling reactions

Bukowska

Bukowski

Bester

et al. 2017

New polymer supported Cu(II) complexes based on an epoxy functionalized gel type resin were prepared using the multi-stage procedures. The reactions of epoxy groups with ethylenediamine or tris(2-aminoethyl)amine, and then NH 2 groups with salicylaldehydes were used for the preparation of a series of amine-imine functionalized polymer supports. Copper(II) acetate was used as a source of metal ions. The complexes were characterized using ICP-OES, FTIR, DR UV-Vis and TGA techniques, and tested as catalysts in two model C-N and a series of A 3 coupling reactions. Their catalytic activity was rather low in the C-N coupling reactions between imidazole and iodobenzene or phenylboronic acid. However, the second of the reactions could be conducted effectively under milder conditions. The complexes were efficient used as recyclable catalysts in the A 3 coupling reactions.A series of aromatic aldehydes and secondary amines and phenylacetylene could be coupled using 1% mol catalyst.

“…In 1894, Niementowski published a synthetic procedure for the preparation of quinazoline derivatives through the reaction of anthranilic acid and ketones . According to the importance of quinazoline and quinazolinone compounds in medicinal chemistry, Niementowski reaction conditions were developed and modified to gain a diverse library of such compounds . According to our previous research in the field of catalysis, and also due to the importance of nanomagnetic catalysts in organic syntheses, herein, we want to introduce the first application of prepared SrFe 12 O 19 MNPs as catalyst in the modified Niementowski reaction.…”

Section: Introductionmentioning

confidence: 99%

The use of SrFe₁₂O₁₉ magnetic nanoparticles as an efficient catalyst in the modified Niementowski reaction

Ziarani

Asl

Gholamzadeh

et al. 2017

Nanomagnetic SrFe 12 O 19 was synthesized through a simple sol-gel auto-combustion and then characterized by FT-IR, XRD, EDXA, VSM, BET and SEM image. Moreover, it was used as catalyst for the first time in the modified Niementowski reaction to investigate its catalytic activity. According to the high yield of quinazolinone products obtained within short reaction times, it was found that SrFe 12 O 19 can be used as an effective and green nanocatalyst in organic reactions.The nanomagnetic catalyst can be easily separated from the reaction mixture using an external magnet.