Superoxide Oxidation of Hydroxy- and Keto-polyaromatics Including Internal Quinones
Aromatic 1,2-dicarboxylic acids can be obtained by KO2 oxidation of polyaromatics comprising analogs of 1-naphthol, sterically hindered alcohols and ketones, and, perhaps most interestingly, quinones fused on both sides to aromatic rings. A mechanism is presented to rationalize the formation of phthalic acid as the only major product from 5,12-naphthacenequinone.
W. Li et al., "Superoxide Oxidation of Hydroxy- and Keto-polyaromatics Including Internal Quinones," Synthetic Communications, Taylor & Francis, Jan 1993.
The definitive version is available at http://dx.doi.org/10.1080/00397919308020407
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