Oxidation mechanism of 6-methyl-2,4-dioxopyrimidine with selenium oxide and selenous acid
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Analysis of the oxidation mechanism of 6-methyl-2,4-dioxopyrimidine with selenium oxide and selenous acid with the formation of orotic aldehyde has been carried out by the ab initio quantum-chemical method on the 6-31G** basis. The mixed anhydride of acetic and selenous acids is formed with a gain of energy. It possesses high activity and steric accessibility in electrophilic attack on position 5 of the pyrimidine ring. The three-stage mechanism of the oxidation of the methyl group in 6-methyluracil by the mixed anhydride of selenous and acetic acids has been analyzed.
Keywordsselenium dioxide 6-methyluracil orotic aldehyde selenous acid
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