EventsThe 14th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-14-00487
This submission belongs to the session a. General Organic Synthesis of the event The 14th International Electronic Conference on Synthetic Organic Chemistry
Published date
02 Nov, 2010
Citation
Corinna Gressl, A. Elisabeth Täubl, Werner Fiala, Wolfgang Stadlbauer, Cyclization of 4-Azido-3-nitroquinolines to Oxadiazolo[3,4-c]quinolines, in Proceedings of The 14th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2010, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-14-00487
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Cyclization of 4-Azido-3-nitroquinolines to Oxadiazolo[3,4-c]quinolines

Corinna Gressl 1
A. Elisabeth Täubl 1
Werner Fiala 1
Wolfgang Stadlbauer 1
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
Keywords
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