Derivatives of 3-hydroxy-3-pyrroline-2-one were effectively synthesized via multicomponent reactions and exhibited potential HO˙ radical scavenging activity.

Substituted 4-acetyl-3-hydroxy-3-pyrroline-2-ones have been prepared via three-component reactions and the tautomerism of these 3-pyrroline-2-ones is due to the slight difference of energy, and the significantly large rate constant of transformation between two tautomers. 1,4,5-Trisubstituted pyrrolidine-2,3-dione derivatives were prepared from the above mentioned 2-pyrrolidinone derivatives and aliphatic amines, which exist in enamine form and are stabilized by an intramolecular hydrogen bond. A possible reaction mechanism between 3-pyrroline-2-one and aliphatic amine (CH3NH2) was proposed based on computational results and the main product is formed favorably following the PES via the lowest ΔG# pathway in both the gas-phase and an ethanol solvent model. DFT calculations showed that kinetic selectivity is more significant than thermodynamic selectivity for forming main products.

In this paper, [Cu(CH3CN)4]PF6 was used as a catalyst for the synthesis of 1-benzyl-4-phenyl-1H-1,2,3-triazole from phenylacetylene and benzyl azide via click reaction. 1-Phenyl-2-(trimethylsilyl)acetylene was synthesized via Sonogashira reaction, then the protecting group trimethylsilyl (−Si(CH3)3) was removed to obtain phenylacetylene. The structure of the obtained products was approved by modern spectroscopic methods like HRMS, FTIR, NMR.

Numerous heterocyclic compounds containing 3-pyrroline-2-one or pyrrolidine-2,3-dione core have been found in nature and showed valuable biological activities. Therefore, the synthesis of 3-pyrroline-2-one derivatives and pyrrolidine-2,3-dione derivatives have attracted more and more attention from organic chemists and medicinal chemists. In this manuscript, 4-acetyl-3-hydroxy-1-(3-nitrophenyl)-5-phenyl-3-pyrroline-2-one has been prepared via three-component reaction and, besides, two 1,4,5-trisubstituted pyrrolidine-2,3-diones have also been synthesized via the reaction between the above 3-pyrroline-2-one derivative and aliphatic amine such as methylamine and4-methoxybenzylamine. The structure of desired products have been confirmed via 1D NMR (1H NMR, 13C NMR), 2D NMR (HSQC, HMBC) and high resolution mass spectrometry (ESI – HRMS).