l-proline N-sulfonic acid-functionalized magnetic nanoparticles: a novel and magnetically reusable catalyst for one-pot synthesis of 3,4-dihydropyrimidine-2-(1H)-thiones under solvent-free conditions

Abstract

Synthesis, characterization and utilization of the l-proline N-sulfonic acid-functionalized magnetic nanoparticles as a novel magnetically reusable acid catalyst for the synthesis of 3,4-dihydropyrimidine-2-[1H]thione derivatives is reported.

Facile green one‐pot synthesis of novel thiazolo[3,2‐a]pyrimidine derivatives using Fe3O4@l‐arginine and their biological investigation as potent antimicrobial agents

“…Firstly, 3,4‐dihydropyrimidin‐2(1 H )‐thione derivatives ( 4a – j ) as starting materials were synthesized by one‐pot three‐component condensation reaction (Biginelli reaction) of thiourea, aromatic aldehydes and tert ‐butyl acetoacetate in the presence of Fe 3 O 4 @ l ‐proline‐SO 3 H magnetite nanoparticles under solvent‐free conditions using a facile procedure (Scheme ) …”

“…Recently, we have reported the green synthesis of 3,4‐dihydropyrimidine‐2(1 H )‐thione derivatives in good yield by the reactions of thiourea, tert ‐butyl acetoacetate and aromatic aldehydes under solvent‐free conditions in the presence of l ‐proline‐ N ‐sulfonic acid‐functionalized magnetic nanoparticles . Pursuant to the above considerations, in the research presented here, we concentrated on developing an innovative, easy and effective synthetic methodology for the quick synthesis and transformation of pyrimidinthione derivatives to new analogues of 2‐[( Z )‐1‐(substituted phenyl)methylidine]‐7‐methyl‐3‐oxo‐5‐(substituted phenyl)‐2,3‐dihydro‐5 H ‐thiazolo[3,2‐a]pyrimidine‐6‐carboxilic acid tert ‐butyl acetoacetate derivatives through the one‐pot three‐component reaction of 3,4‐dihydropyrimidine‐2(1 H )‐thiones with chloroacetyl chloride and various aromatic aldehydes using Fe 3 O 4 @ l ‐arginine as a retrievable, non‐toxic and environmentally compatible catalyst in ethanol under reflux conditions with moderate yields.…”

Biginelli Reaction: Polymer Supported Catalytic Approaches

“…The solventless Biginelli reaction mixture and MNP- l -proline-SO 3 H nanocatalyst were heated and furnished high to excellent yields of DHPMs. The recovered magnetic nanocatalyst was recycled for six times: for the first two cycles, it showed a slight reduction in activity, and after that, it declined considerably for consecutive cycles . The method contributed the efficient activity of l -proline based nanocatalyst for the Biginelli cyclocondensation.…”

Synthesis and evaluation of antioxidant and antimicrobial activity of new spiropyrrolopyrrolizine compounds: Using Fe3O4/TiO2/Multiwall carbon nanotubes (MWCNTs) magnetic nanocomposites

“…MCRs open diverse avenues to create novel concatenations in one pot fashion leading to diverse biologically potent heterocyclic scaffolds. [16][17][18][19][20][21] Having a cascade of reactions occurring in one pot is highly beneficial in the context of modern trends for organic synthesis, where sustainability is as relevant as efficiency and selectivity. Multicomponent reactions being atom economic, efficient, and extremely convergent in nature offer a number of advantages over stepwise sequential approaches.…”