Free NH 3,3-diarylacrylamides are cyclized to substituted 2-quinolones in the presence of CuI, PPh3, and KOBu-t in o-xylene at 100 °C. The reaction proceeds through a C-H functionalization/C-N bond formation process. With unsym. 3,3-diarylacrylamides, high selectivity is obsd. using substrates where the arom. ring trans to the amide group bears o-Me, -chloro, or -bromo substituents

4-Aryl-2-quinolones from 3,3-diarylacrylamides through intramolecular copper-catalyzed C-H functionalization/C-N bond formation / R., Berrino; Cacchi, Sandro; Fabrizi, Giancarlo; Goggiamani, Antonella. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 77:(2012), pp. 2537-2542. [10.1021/jo202427m]

4-Aryl-2-quinolones from 3,3-diarylacrylamides through intramolecular copper-catalyzed C-H functionalization/C-N bond formation

CACCHI, Sandro;FABRIZI, Giancarlo;GOGGIAMANI, ANTONELLA
2012

Abstract

Free NH 3,3-diarylacrylamides are cyclized to substituted 2-quinolones in the presence of CuI, PPh3, and KOBu-t in o-xylene at 100 °C. The reaction proceeds through a C-H functionalization/C-N bond formation process. With unsym. 3,3-diarylacrylamides, high selectivity is obsd. using substrates where the arom. ring trans to the amide group bears o-Me, -chloro, or -bromo substituents
2012
01 Pubblicazione su rivista::01a Articolo in rivista
4-Aryl-2-quinolones from 3,3-diarylacrylamides through intramolecular copper-catalyzed C-H functionalization/C-N bond formation / R., Berrino; Cacchi, Sandro; Fabrizi, Giancarlo; Goggiamani, Antonella. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 77:(2012), pp. 2537-2542. [10.1021/jo202427m]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/433859
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