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28. Methods for the preparation of 4-azido-2(1H)-quinolones (Organic azides in heterocyclic synthesis, 3)
Stadlbauer W., Monatsh. Chem. 117 (1986) 1305-1323

Abstract: 4-Hydroxy-2-quinolones 1 are generally found to be converted to the 4-azidocompounds 3 via the 4-chloroquinolones 2, the 4-tosyloxyquinolones 6 or teh 4-aminoquinolones 4, respectively. Choice of the reaction conditions and yields depend on the substituent in position 3 of the quinolihne nucleus. For comparison the O-analogous coumarin derivatives 9 have been studied to give the 4-azidoderivatives 11 via the 4-chlorocoumarins 10.


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