Journal
HETEROCYCLES
Volume 90, Issue 2, Pages 1072-1081Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-14-S(K)76
Keywords
Pyrazoloquinoline; Isoxazoloquinoline; Diazepinoquinoline; Fluorine-Containing Heterocycle; Bifunctional N-Nucleophile
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N,N-Dimethyl-3-trifluoroacetyl-4-quinolylamine underwent an aromatic nucleophilic N-N exchange reaction with hydrazines followed by cyclocondensation to afford the corresponding novel fluorine-containing 1H- and 2H-pyrazolo[4,3-c]quinolines in good to high yields. This reaction could be extended to the synthesis of novel CF3-containing isoxazoloquinolines using hydroxylamine. Furthermore, the use of 1,2-ethylenediamine and 1,2-phenylenediamines gave the corresponding fluorine-containing 1,4-diazepino[6,5-c]quinoline derivatives in high yields.
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