Data from: Cu-Al mixed oxide-catalysed multicomponent synthesis of gluco- and allofuranose-linked 1,2,3-triazole derivatives

A series of carbohydrate linked-1,2,3-triazole derivatives were
synthetized in good yields from glucofuranose and allofuranose
diacetonides using as key step a three-component 1,3-dipolar azide-alkyne
cycloaddition catalyzed by a Cu-Al mixed oxide. In this multicomponent
reaction, Cu-Al mixed oxide/sodium ascorbate system serves as highly
reactive, recyclable and efficient heterogeneous catalyst for
regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles. The
reported protocol has significant advantages over classical CuI/DIPEA or
CuSO4/sodium ascorbate conditions in terms of efficiency and reduced
synthetic complexity. In addition, the selective deprotection of
synthesized di-O-isopropylidene derivatives was also carried out leading
to the corresponding mono-O-isopropylidene products in moderate yields.
Some of the synthesized triazole glycoconjugates were tested for their in
vitro antimicrobial activity using the disk diffusion method against
Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis),
Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), as
well as fungus (Aspergillus niger) and yeast (Candida utilis). The results
revealed that these compounds exhibit moderate to good antimicrobial
activity mainly against Gram-negative bacteria.