Microwave Assisted Three Component Reaction Conditions to Obtain New Thiazolidinones with Different Heterocyclic Skeletons

Abstract

We present here a new proposal for the "one pot" generation of new 4-thiazolidinones (9a-e) through a multicomponent reaction under microwave irradiation conditions, using aromatic and heteroaromatic amines (8a-e), absolute ethanol as a "green" solvent and modifying the aldehyde group in the glycosidic residue, synthesized from D-mannitol. The study is focused in the variation of the irradiation times and the concentration of thioglycolic acid in order to study the possibility of controlling the structure and/or stereochemistry of the products formed in the reaction. Thiazolidinones 9a-d were obtained with a 69-82% The generation of the corresponding reaction products were monitored by TLC and CG-MS, taking reaction aliquots. The conditions reaction proved to be chemoselective depending on the excess of acid and irradiation times.