Brønsted Acid-Catalyzed Three-Component Reaction of Anilines, α-Oxoaldehydes, and α-Angelicalactone for the Synthesis of Complex Pyrrolidones

Abstract

A green and efficient three-component reaction of easily available anilines, α-oxoaldehydes, and α-angelicalactone was developed for the synthesis of highly functionalized pyrrolidones using dilute sulfuric acid as the catalyst. Products were obtained in good to high yields at room temperature and under solvent-free conditions. The reaction could also be performed on a multigram scale with the same efficiency.

One‐Step Synthesis of 3,4‐Diphenyl‐2‐pyrrolinones by Solvent‐Free and Bi2O3‐Catalyzed Approaches and Cytotoxicity Screening Against Glioma Cells

“…The 2-pyrrolinone core is present in several compounds that possess interesting biological activities [1][2][3][4][5][6][7]. Because of this aspect, the synthesis of densely substituted 2pyrrolinone is a theme of ongoing interest, and the development of practical synthetic routes to access this heterocycle demands continuous improvements [8][9][10][11][12][13]. In a subclass of this δ-lactam, the occurrence of two vicinal phenyl substituents is a relevant structural scaffold because it increases the biological effect [1].…”

“…for C 24 H 27 NO 2 : C, 79.74%; H, 7.53%; N, 3.87%. Found: C, 80.02%; H, 7.21%; N, 3.41%.1-Cyclohexyl-5-methyl-5-(2-oxopropyl)-3,4-diphenyl-1,5dihydro-2H-pyrrol-2-one(8).…”