I. Hermecz et al., REGIOSELECTIVE NUCLEOPHILIC-SUBSTITUTION OF HALOGEN-DERIVATIVES OF 1-SUBSTITUTED 4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACIDS, Heterocycles, 48(6), 1998, pp. 1111-1116
The rate of the nucleophilic displacement of the fluoro atom of 7-fluo
ro-4-oxo-1,4-dihydroquinoline-3-carboxylate could be enhanced either b
y the introduction of further fluoro atom(s) into position(s) 6 and/or
8, or by the formation of a boron chelate (e.g. 3). The regioselectiv
ity of the nucleophilic substitution of the chloro atom in 1-substitut
ed o-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acids could also
be enhanced by the formation of a boron chelate (e.g. 7).