Synthesis of new fluorine-containing derivatives of quinoxaline 1,4-dioxides and condensed systems derived from them

Abstract

The Beirut reaction of 5,6-difluorobenzofuroxan with 1,3-diketones, β-ketoesters, and amides produces 6,7-difluoroquinoxaline 1,4-dioxides. The condensation of 2-ethoxycarbonyl-6,7-difluoro-3-methylquinoxaline 1,4-dioxide is studied. Fluorinated furo[3,4-b]- and pyrrolo[3,4-b]quinoxaline 4,9-dioxides are synthesized and further functionalized by nucleophilic substitution of fluorine and reduction of the N-O bond.