β-Cyclodextrin: a green supramolecular catalyst assisted eco-friendly one-pot three-component synthesis of biologically active substituted pyrrolidine-2-one

Abstract

An eco-efficient protocol towards the synthesis of highly substituted bio-active pyrrolidine-2-one derivatives was demonstrated using β-cyclodextrin, a water-soluble supramolecular catalyst at room temperature under water–ethanol solvent medium.

Multicomponent Reactions as an Efficient and Facile Alternative Route in Organic Synthesis and Applications

“…The investigation revealed that when the reactions were performed using propylene carbonate (PC) as a solvent and trimethylamine as a promoter, the highest yields were achieved. Paul and co-workers [39] developed a sustainable and eco-friendly method for the synthesis of pyrrolidine-2-one (24) using a water-soluble supramolecular β-cyclodextrin as a catalyst. The 3CR of aldehydes (a) with amines (b) and dimethylacetylenedicarboxylate (DMAD) (c) was done at room temperature using water-ethanol medium to afford the products, as shown in Scheme 23.…”

“…Potowski and co-workers achieved substituted α-aryl glycines (39) in a 3CR of amines (a), boronic acids (b), and glyoxalic acid (c) at room temperature using DMF as a solvent,as shown in Scheme 34 [53]. As a result, the Petasis 3CR procedure is very appealing for the manufacture of DNA-encoded small molecule screening libraries.…”

Functionalized graphene oxide by 4-amino-3-hydroxy-1-naphthalenesulfonic acid as a heterogeneous nanocatalyst for the one-pot synthesis of tetraketone and tetrahydrobenzo[b]pyran derivatives under green conditions

“…In this Please do not adjust margins Please do not adjust margins context, performing the reactions for the synthesis of pharmaceutical precursors or final active pharmaceutical ingredients (APIs) in EtOH, as a green solvent, is one of the best strategies. 10,42,52,53 Newly, tetraketone and tetrahydrobenzo[b]pyran derivatives have attracted much attention due to their biological and medicinal properties. Tetraketones are a group of chemical compounds that exist in two forms (enol-ketone tautomerism) and have antiviral, 54 antibacterial, antioxidant 55 and inhibitory properties of some enzymes such as lipoxygenase 56 and tyrosinase (reduce overproducing skin melanoma).…”

“…In this context, performing the reactions for the synthesis of pharmaceutical intermediates or final active pharmaceutical ingredients (APIs) in EtOH, as a green solvent, is one of the best strategies. 9,41,52,53…”

“…Recently, a wide range of MCRs have been developed using various catalysts. [41][42][43][44][45][46][47] MCR procedures have many advantages such as reducing product purication processes, good atom economy, preventing the formation of side products, reducing the use of solvents, and mild reaction conditions. MCRs are very attractive processes for the synthesis of a variety of polymers, heterocyclic compounds, and materials with biological properties, and provide a wide range of products oen having complex molecular structures in rapid and simple procedures.…”