Synthesis, structural characterization and antimicrobial evaluation of some novel piperidin-4-one oxime esters

K. GOKULA KRISHNAN, R. SIVAKUMAR, V. THANIKACHALAM

Abstract


Fifteen novel biologically active piperidin-4-one oxime esters 822 were synthesized in good yields. These compounds were prepared in reactions of carboxylic acids, in situ activated using POCl3 and pyridine, with piperidin-4-one oximes. The structures of the title compounds were elucidated based on FTIR, NMR (1D and 2D) and mass spectral analyses. Single crystal XRD studies of compounds 12 and 20 provided further unambiguous evidence for the proposed structure. All the synthesized compounds were tested for their in vitro antibacterial and antifungal activities. Many of these derivatives exhibited good activity against Bacillus subtilisPseudomonas aeruginosaEscherichia coliTrichoderma viride and Aspergillus flavus.

Keywords


piperidin-4-one oxime; aromatic acid; mixed anhydride; gauche interaction; conformation; single crystal XRD.



DOI: https://doi.org/10.2298/JSC141113037K

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