One step access to oxindole-based β-lactams through Ugi four-center three-component reaction. Issue 61 (11th October 2018)

• Record Type: Journal Article
• Authors: Rainoldi, Giulia; Lesma, Giordano; Picozzi, Claudia; Lo Presti, Leonardo; Silvani, Alessandra
• Is Part Of: RSC advances. Volume 8:Issue 61(2018)
• Page Start: 34903
• Page End: 34910
• Publication Date: 2018-10-11
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8ra08165d
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A multicomponent Ugi reaction involving isatin, isocyanide and β-amino acid components has been developed. 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.