N. Rashed et al., SYNTHESIS OF ORGANOFLUORINE COMPOUNDS UTILIZING RYTHRO-2,3,4-TRIHYDROXYBUTYL]-QUINOXALIN-2(1H)-ONE AS A PRECURSOR, Heterocycles, 36(5), 1993, pp. 961-969
The reaction of D-erythro-2,3-hexodiulosono-1,4-lactone with 1,2-diami
nobenzene followed by 3-fluorophenylhydrazine and the reaction of the
product with dimethyl sulfate, sodium metaperiodate and acetic anhydri
de in pyridine have been investigated. The isopropylidenation of eryth
ro-2,3,4-trihydroxybutyl]quinoxalin-2(1H)-one under thermodynamic cont
rolled conditions has been studied. Compounds erythro-2,3,4-trihydroxy
butyl]quinoxalin-2(1H)-one and its N-methyl derivative undergo dehydra
tive cyclisation in boiling acetic anhydride to the corresponding pyra
zolylquinoxalinones.