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.
Titolo: | One step access to oxindole-based β-lactams through Ugi four-center three-component reaction |
Autori: | RAINOLDI, GIULIA (Primo) LESMA, GIORDANO (Secondo) LO PRESTI, LEONARDO (Penultimo) SILVANI, ALESSANDRA (Ultimo) (Corresponding) |
Parole Chiave: | Chemistry (all); Chemical Engineering (all) |
Settore Scientifico Disciplinare: | Settore CHIM/06 - Chimica Organica |
Data di pubblicazione: | 24-ott-2018 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | 10.1039/c8ra08165d |
Appare nelle tipologie: | 01 - Articolo su periodico |
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Rainoldi_Lesma_Picozzi_Lo-Presti_Silvani_RSC_Advances_2018_8_34903–34910.pdf | Publisher's version/PDF | Open Access Visualizza/Apri |
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