Abstract The interaction of aromatic amines (4-fluorinebenzylamine, 3- trifluoromethylbenzylamine, 4-fluoroaniline, or 3, 4-difluoroaniline) with either 2- acylcyclopentane-1, 3-diones (fluorine-substituted or fluorine-free) or their enol derivatives (chlorovinyldiketones) has led to fluorine-containing exo-or endocyclic enamine derivatives of 2-acylcyclopentane-1, 3-diones.