Journal of Organic Chemistry p. 2537 - 2542 (2012)
Update date:2022-08-05
Topics:
Berrino, Roberta
Cacchi, Sandro
Fabrizi, Giancarlo
Goggiamani, Antonella
Free NH 3,3-diarylacrylamides are cyclized to substituted 2-quinolones in the presence of CuI, PPh3, and KO-t-Bu in o-xylene at 100 °C. The reaction proceeds through a C-H functionalization/C-N bond formation process. With unsymmetrical 3,3-diarylacrylamides, high selectivity is observed using substrates where the aromatic ring trans to the amide group bears o-methyl, -chloro, or -bromo substituents.
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