The reaction between 3,5-di(-butyl)--benzoquinone 1 and -phenylenediamine performed under oxidative conditions that is highly sensitive to the reaction conditions (type of solvent, ratio of reactants, and duration of the reaction) gives rise to various derivatives of a new condensed 10-quinoxalino[3,2,1-]phenoxazin-10-one heteropentacyclic system. The reaction of 1 with -phenyl--phenylenediamine results in the formation of three phenazine-like compounds and, unexpectedly, a derivative of a new spiro[1,3]dioxole-2,2'-furanyl-1-benzo[]imidazole system. The molecular structures of the prepared compounds were authenticated by NMR, mass spectra and X-ray crystallography data.
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