Synthesis and Structural Determination of Two New tri-Heterocyclic Regioisomeric Compounds, Precursors of Bi-Triazolic α-Amino Acids, via a Comparative Study using 1D NMR Spectroscopy

This is the authors' abstract. We don't add key points for this paper.

In this article, we describe the synthesis of two new triheterocyclic regioisomers, named 4-({4-[(1H-1,2,4-triazol-1-yl)methyl]-1H-1,2,3-triazol-1-yl}methyl)-4-ethyl-2-phenyl-4,5-dihydrooxazole and 4-({5-[(1H-1,2,4-triazol-1-yl)methyl]-1H-1,2,3-triazol-1-yl}methyl)-4-ethyl-2-phenyl-4,5-dihydrooxazole. The action of 1-(propargyl)-1H-1,2,4-triazole on 4-(azidomethyl)-4-ethyl-2-phenyl-4,5-dihydrooxazole, in a very small quantity of toluene, led after 48 hours at 120 °C to two regioisomers with an overall yield of 90%. The allocation of structures to these two regioisomers was carried out based on a comparative spectroscopic study using 1D NMR of the proton and carbon 13, as well as based on data from the literature concerning the cycloaddition reaction.