An efficient method was developed for the synthesis of 5,7-dinitroquinoline and its N-oxide. The reactions of these compounds with either thiols or sodium azide resulted in the regiospecific substitution of 5-NO 2 group and the formation of previously unknown quinoline derivatives.The 5-azido derivatives underwentr eactions with 1,3-dicarbonyl compounds and, depending on the nature of reagent, afforded either 5-(1,2,3-triazol)-1-yl-or 5-amino-7-nitroquinolines, which have been previously inaccessible by using other methods.Scheme1.Synthesis of 5,7-dinitroquinolines 1 and 2 (DMF = N,N-dimethylformamide). [a] Dr.A .M.S tarosotnikov,V .V .Nikol'skiy,A.N.B orodulya, Dr.Scheme2.Reactions of 5,7-dinitroquinolines with O-and N-nucleophiles. Scheme3.Reactions of 5,7-dinitroquinolines with thiols. Scheme4.Nucleophilic aromatic substitution of the nitro group(Nu = nuclophile).

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