Parallel synthesis of structurally diverse heterocycle compounds using microwave assisted three component reaction.

Among the biologically active compounds, heterocyclic macromolecules are considerable importance. They offer a new approach to drug discovery by enabling the development of a simple and efficient method of synthesizing compounds containing diverse heterocyclic structures. In addition, these compounds play an important role in the design of pharmaceutical products. Among them, those containing nitrogen, sulphur and oxygen have attracted the interest of medicinal chemists due to their innumerable biological applications.

Our research group studied the synthesis of heterocycle macromolecules substituted with a protected carbohydrate moiety via microwave assisted three-component reaction. Taking into account our study’s results, we present here a new proposal for the “one pot” generation of new heterocycle compounds such as 4-thiazolidinones (I), 1,4-thioazepan-3-ones (II) and 1,3-oxathiolan-5-ones (III) using ethanol, water or benzene as reaction solvents. All compounds were characterized by GC-MS and NMR techniques, and available crystals by X-Ray diffraction studies.

This study not only extends previous work on the scope of substrates, but also provides further insight into the chemistry of such drug scaffolds.