A method for the synthesis of new 1,2,3-triazole heterocycles based on keto-stabilized 2,3-allenoates is presented. The effect of substituents in the starting reagents on the regio- and stereochemistry of the resulting products is studied, and the main physicochemical characteristics of the synthesized compounds are determined. In particular, it is shown that regio- and stereoselective 1,3-dipolar cycloaddition of 5-(azidomethyl)-2-furaldehyde (obtained from the chloro derivative of 5-HMF) to 2,3-dienoates (synthesized from N-substituted amino acids) in a toluene medium leads to the formation of 1,2,3-triazoles, in which the spatial arrangement of the azide substituents is characterized by the maximum distance from the ester group, which is due to the minimization of steric interactions.
G. M. Gindullina (Wed,) studied this question.