One step access to oxindole-based β-lactams through Ugi four-center three-component reaction

RSC Adv. 2018 Oct 11;8(61):34903-34910. doi: 10.1039/c8ra08165d. eCollection 2018 Oct 10.

Abstract

A multicomponent Ugi reaction involving isatin, isocyanide and β-amino acid components has been developed. The reactions proceeded smoothly to give β-lactam-containing 3,3-disubstituted oxindoles in only one step and generally high yields. When chiral, non racemic, β-amino acids were used, products were obtained as enantiomerically pure β-lactams diastereoisomers, whose relative stereochemistry was determined by X-ray analysis. For one compound, a weak antibacterial activity has been preliminarily highlighted.