Pyrazine chemistry. Part 9. Oxygenation of pyrazines and pyrimidines

Abstract

Singlet oxygen adds to certain substituted pyrazines and pyrimidines to form the endo-peroxides in high yield. The peroxides derived from the pyrazines are often stable compounds. 2,5-Diethoxy-3,6-dimethyl-3,6-epidioxy-3,6-dihydropyrazine can be reduced to the corresponding diol with sodium borohydride, whilst the parent pyrazine is regenerated by treatment with acid. The properties of the oxidation products have been briefly explored.