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54. Oxazoloquinolones with potential biological activity
Steinschifter W., Fiala W., Stadlbauer W., Sci. Pharm. 62 (1994), 194

Abstract: Oxazolochinolone have been investigated in the last years because of their pharmakological and herbicidal activities. Oxazolo[4,5-c]quinolones 2 can be obtained by thermolysis of 4-azidoquinolines 1 in the presence of carboxylic acids and PPA. The reaction proceeds via an intermediate aziridine, followed by a rearrangement to give not the expected oxazolo[5,4-c]quinolone, but 2. Structural assignment could be achieved by an independent synthesis via 3-amino-4-hydroxyquinolones 3.
Isoxazolo[4,3-c]quinolines 5 can be obtained from 3-acyl-4-azidoquinolones 4 by thermolysis.


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