Synthesis of Oxygenated Bistriazole Compounds with Potential Bioactivity using Click Chemistry by Huisgen 1,3-Dipolar Cycloaddition

The triazole compounds have been on target in the organic synthesis field due their potential bioactivity since Click Chemistry concepts introduced by K. Barry Sharpless¹. Although the oxygenated bistriazoles can allow very many different chemical modifications, this type of compounds could not have been synthetized in very good yields. Thus, the purpose of this study was the synthesis of oxygenated bistriazole compounds using an optimized CuAAC methodology developed by Lipshutz². In this report, the original catalyst was modified from its synthesis and was added a thermic treatment. The catalyst was analyzed (TG), the amount of copper was determined (EDX), and the phase of copper was studied (DRX). After the experimental conditions were set up on the model reaction, the Lipshutz methodology was reproduced using the best experimental condition in order to synthesize oxygenated desired bistriazoles (4a,b and 5a,b), which were obtained in very low yields (0-50%) by normal Cu(I) sources.