Four-component Reaction Of Arylamines Research Articles

Synthesis and Antibacterial Evaluation of Some New 1,4-Dihydropyridines in the Presence of Fe3O4@Silica Sulfonic Acid Nanocomposite as Catalyst

The synthesis of heterocyclic compounds has been a topic of significant interest because of their broad applications. In this research an effective and eco-friendly approach for the synthesis 1,4-dihydropyridines has been developed via the four-component reactions of arylamines, acetylenedicarboxylates, aromatic aldehydes and ethyl acetoacetate in the presence of Fe3O4@SiO2@OSO3H nanocomposite under solvent-free conditions. The advantages of this method involve the green reaction conditions, simple workup, broad substrates, excellent yields and the reuse of the nanocatalyst. One of the indicators to measure antimicrobial activity is Minimum Inhibitory Concentrations (MIC) that this measure and heterocyclic compounds synthesis inhibition zone diameter was measured on examined bacteria using well diffusion, disc diffusion and determination of antibiotic susceptibility. The results of all three methods suggested the susceptibility of Staphylococcus aureus to synthesized heterocyclic compounds. It can be concluded from the results that these compounds have high antibiotic properties and can be useful in other research and biomedical applications.

An Efficient and Green Stereoselective Synthesis of Functionalized 3-Indol-3-yl-oxoindolin-3-yl-3-acrylates via Nano-Fe3O4-Promoted One-Pot Four-Component Domino Reactions

ABSTRACTMagnetic iron(III) oxide nanoparticles (Fe3O4 MNPs) have been used as a readily available, highly efficient, and recyclable catalyst for the green and stereoselective synthesis of novel functionalized 3-indol-3-yl-oxoindolin-3-yl-3-acrylates from a one-pot, two-step, four-component reaction of arylamines, alkyl propiolates, isatin, and indole in EtOH under reflux conditions in good yields. The domino environmentally friendly methodology with excellent green chemistry credentials, such as using the low loading of reusable, nontoxic, easy to handle catalyst, shorter reaction time, avoidance of hazardous organic solvents, and straightforward workup (the catalyst can be easily separated from the reaction mixture by an external magnet), may find a wide range of applications.

Synthesis of 3,4-Dihydropyridin-2(1H)-ones and 3,4-Dihydro-2H-pyrans via Four-Component Reactions of Aromatic Aldehydes, Cyclic 1,3-Carbonyls, Arylamines, and Dimethyl Acetylenedicarboxylate

A protocol has been developed for the efficient synthesis of structurally diverse 3,4-dihydropyridin-2(1H)-ones and 3,4-dihydro-2H-pyrans via four-component reactions of arylamines, acetylenedicarboxylate, aromatic aldehydes and cyclic 1,3-diketones. The selective formation of the very different pyridinone or pyran derivatives depends on the structure of cyclic 1,3-diketone. The key steps are proposed to involve Michael addition of the enamino ester formed in situ from the reaction of arylamine with dimethyl acetylenedicarboxylate to arylidine cyclic 1,3-diketones.