Vi. Saloutin et al., REACTIONS OF THOXYCARBONYL(CARBOXY)-5,6,7,8-TETRAFLUROCHROMONES WITH N-NUCLEOPHILES, Russian chemical bulletin, 43(5), 1994, pp. 849-853
The direction of reactions of 2-ethoxycarbonyl-5,6,7,8-tetrafluoro- an
d 2-carboxy-5,6,7,8-tetrafluorochromones with ammonia, methylamine, he
xylamine, and aniline depends on the inductive effect of the substitue
nt at position C-2 of the chromone and on the basicity of the amine. N
ucleophilic aromatic substitution of a fluorine atom takes place in th
e interaction of 2-ethoxycarbonyl-5,6,7,8-tetrafluorochrome with secon
dary amines (morpholine, N-methylpiperazine) and ethylenediamine.