Abstract
AbstractA viable one‐pot synthesis of challenging 4H‐[3,4‐c]quinolone‐4,5(6H)‐diones by the reaction of β‐(2‐aminophenyl)‐α,β‐ynones with ethyl malonyl chloride is described. Their further elaboration in the presence of an excess of 40 % methyl amine aqueous solution in EtOH gives the benzo[c][2,7]naphthyridine‐4,5(3H,6H)‐diones of pharmacological interest in high yields. The product selectivity control of the divergent sequential condensation/C‐annulation/intramolecular transesterification vs condensation/O‐annulation/ring opening reactions of β‐(2‐aminophenyl)‐α,β‐ynones with malonyl chloride under metal free conditions has been addressed.
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