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Cyclization of 4-Azido-3-nitroquinolines to Oxadiazolo[3,4-c]quinolines
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1  Institut für Chemie, Organic Synthesis Group, Karl-Franzens-University of Graz, Heinrichstrasse 28, A-8010 Graz (Austria)

Abstract: 3-Nitro-4-chloroquinoline 3 was converted to the azides 5/6. The azides were cyclized on thermolysis to furoxanes 7/8. Deoxygenation to furazane 9 was achieved by reaction with triphenylphosphane. The reaction conditions were studied by differential scanning calorimetry (DSC). The azides 5/6 gave with triphenylphosphane the phosphazenes 10/11, which were cleaved to the aminoquinolone 12