Cerium (IV) mediated oxidative dimerization of 3-oxoacid anilides and their cyclizations

Investigation of the behavior of several anilides of 3-oxoacids in oxidation reaction with eerie ammonium nitrate has shown that selective intermolecular C-C bond formation, which led to their dimers, is typical of these compounds. These dimeric species were cyclized in two routes, A and B, leading to 3-[2'-(1'-aniline-3'-oxo)-indene]-quinoline-2-on derivatives with HCl(g) (Route A), and with application of H2SO4 as a cyclization agent, gave furane-3,4-dicarboxylic acid derivatives (Route B).