AN ORIGINAL ONE-POT SYNTHESIS OF 5-(4-PYRIDYL)-BENZO[C]-2,7-NAPHTHYRIDINE AS KEY INTERMEDIATE IN THE SYNTHESIS OF AMPHIMEDINE BY METALATIONCONNECTED WITH CROSS-COUPLING REACTION

A short new route to 4,5-disubstituted-benzo[c]-2,7-naphthyridines has been developed. The strategy involves directed ortho metalation of py ridines following by an halogen dance reaction and biaryl cross-coupli ng as key steps. A concise and efficient one-pot synthesis of 4-chloro -5-(4-pyridyl)benzo[c]-2,7-naphthyridine, as a key intermediate in the synthesis of amphimedine is described.