Synthesis of Quinolines,2-Quinolones,Phenanthridines,and 6(5H)-Phenanthridinones via Palladium[0]-Mediated Ullmann Cross-Coupling of 1-Bromo-2-nitroarenes with beta-Halo-enals,-enones,or -esters

摘要

Palladium[0]-mediated Ullmann cross-coupling of 1-bromo-2-nitrobenzene (1 R=H) and its derivatives with a range of beta-halo-enals,-enones,or -esters readily affords the corresponding beta-aryl derivatives,which are converted into the corresponding quinolines,2-quinolones,phenanthridines,or 6(5H)-phenanthridinones on reaction with dihydrogen in the presence of Pd on C or with TiCI_3 in aqueous acetone.