Va. Reznikov et Lb. Volodarskii, REACTION OF DIHYDROPYRAZINE-1,4-DIOXIDES WITH ORGANOLITHIUM COMPOUNDS- SYNTHESIS OF NITROXYL RADICALS DERIVATIVES OF TETRAHYDROPYRAZINE OXIDE, Russian chemical bulletin, 42(5), 1993, pp. 885-888
Reaction of dihydropyrazine-1,4-dioxides with organolithium compounds
followed by oxidation with MnO2 gives stable nitroxides of the pyrazin
e series. The reaction of a pyrazine containing methylnitrone grouping
s with ethylbenzoate in the presence of NaH or PhLi leads to mono- or
diphenacyl derivatives, which have been shown to exist in solution as
a mixture of tautomers. On treatment with hydroxylamine and subsequent
oxidation the monophenacyl nitrone derivative yields a stable nitroxy
l radical derived from spiroisoxazolopyrazine.