Untitled

Stereoselective Synthesis of Quaternary Pyrrolidine-2,3-diones and β-Amino Acids

“…In particular, 3-hydroxy-1,5-dihydro-2 H -pyrrol-2-ones ( 4 ) have attracted much attention due to their wide spectrum of biological activities such as anticancer, 5 antimicrobial, 6 antiviral, 3b and protein–protein interaction inhibitors. 7a,b A variety of combinatorial libraries of heterocycles with general structure 4 have been prepared via multicomponent approaches (Figure 1b) employing substituted α -oxo esters/acids ( 1 ), aldehydes ( 2 ), and amines ( 3 ).…”

“…7–9 Typical conditions involve polar solvents such as dioxane, THF, or EtOH with less reactive amine substrates heated in AcOH or DMF in the presence of TMSCl; unfortunately, aliphatic aldehydes are scarcely employed and usually provide low yields of pyrrolone products. 5a,7–10 An alternate multicomponent approach 11 as well as asymmetric protocols for the synthesis of 3-hydroxy-1,5-dihydro -2H -pyrrol-2-ones were also recently described. 12 In this work, we investigated 3-hydroxy-1,5-dihydro -2H -pyrrol-2-ones as high-value building blocks for more densely functionalized heterocycles and natural products and therefore sought optimized methods for their preparation.…”

2(3H)Pyrrolone – A Biologically Active Scaffold (A Review)

“…However the formation of hydroxylactams by hydrocyanation of a-ketoalkynes in water under mild conditions, it is possible to obtain hydroxyl butyrolactams (19) and (20) 25 during sulfoxide electrophilic sulfenylation (SES). Sulfoxide electrophilic sulfenylation (SES) is a useful technique for the synthesis of heterocycles.…”

“…The compound 3-hydroxy-5-nitrophenyl-4-pivaroyl-2,5-dihydro-2-pyrrolone (43) exhibits antitumour activity 19 and inhibited the growth of lung cancer (Tumour Growth = 45%) and CNS cancer (Tumour Growth = 33%) 19 .…”

“…The drugs were characterized by the ability to eliminate amnesia, increase the latent period and change the number of animals in the test group visiting a dark compartment of the experimental box. The time of stay in the light and dark compartments was determined three minutes after drug injection 19 . All synthesized compounds favored recovery of the memory trace in the test rats, as evidence by a drop in the number of animals visiting the dark compartment and the time of stay there 66 .…”