Synthesis and Biological Activity Study of Some New Substituted Pyrrolidines

Chalcones (1,3-diaryl-2-propen-1-ones) (1-13) were prepared using Claisen-Schmidt condensation, while Schiff bases (N-arylidene benzylamines) (14-20) were produced by the condensation of benzyl amine with substituted benzaldehydes. Schiff bases were added through 1,3-anionic cycloaddition to the double bond of chalcones under phase-transfer catalysis conditions to afford the corresponding heterocycles (pyrrolidines 21-30).
Spectral methods were used to support the structures of the new products, while the suggested mechanisms were investigated depending on the spectral identification as well as some theoretical parameters such as heat of formation (H.F) and steric energy (S.E). The biological activity of some reactants and some final products had been tested through its effects on two kinds of bacteria.