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119. Cyclization of 4-Azido-3-nitroquinolines to Oxadiazolo[3,4-c]quinolines
Stadlbauer W., Fiala W., Täubl A. E. and Gressl C.
in Proceedings of ECSOC-14, The Fourteenth International Electronic Conference on Synthetic Organic Chemistry, http://www.usc.es/congresos/ecsoc/14/index.htm, November 1-30, 2010 (a049); J. A. Seijas, M. P. Vázquez Tato (Eds). CD-ROM, edition ISBN 3-906980-24-3, Published in 2010 by MDPI, Basel, Switzerland.

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.


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