Heterogeneous Acid Catalyzed Synthesis and Spectroscopic Characterization of Schiff Bases Derived from Chalcone Derivatives

Abstract

Schiff bases have continued to gain attention as essential building blocks and versatile pharmacophores in drug development and drug-like molecular entities. Thus, the synthesis of Schiff bases was achieved herein via facile acetic acid catalyzed synthetic transformation of chalcones. The targeted Schiff bases and related compounds 2a-m were accessed by the treatment of amines with chalcone 1 which was previously derived through Claisen-Schmidt reaction between benzaldehyde and acetone, at ambient temperature. Structural characterization was achieved via physicochemical properties and the use of IR, UV, 1 H and 13 C NMR which were spectroscopic techniques. The compounds have essential candidature for further study, in biological activity so as to unleash their medicinal potential.

A Review on Chemistry, Synthesis and Biological Applications of Chalcone-based Schiff Bases

“…Thus, the chalcone-based Schiff bases and their corresponding coordination metal complexes have been found to exhibit better pharmacological applications and these compounds were effectively synthesized by employing oil bath-assisted synthesis 11 , the refluxing method 13 , trituration 15 , microwaveassisted synthesis 16 , heterocyclic acid-mediated catalysis 17 and there are various types of Schiff bases, which are involved in the formation of coordination complexes. Generally, bi, tri, tetra and polydentate ligands are involved in the formation of highly stable coordination complexes with transition metals.…”

“…The Schiff bases derived from chalcone and chalcone derivatives exhibited enhanced bioactivity which is due to the high lipophilic character of the Schiff bases. The higher lipophilic nature also enhances the bioavailability of the compounds in the lipid membranes 4,17,18 . Thus, the chalcone-based Schiff bases have essential diversity in synthetic chemistry as intermediates in the synthesis of coordination metal complexes and in the synthesis of various organic derivatives.…”