A series of 1H-1,2,3-triazole−4H-chromene−D-glucose hybrid compound 7a-o were synthesized by using click chemistry of 2-amino-7-propargyloxy-4H-chromene-3-carbonitriles 5a-o and peracetylated D-glucopyaranosyl azide. CuNPs@Montmorillonite K10 was used as catalyst in the presence of...

: Several 6- and 7-alkoxy-2-oxo-2H-chromene-4-carbaldehydes were prepared from corresponding alkyl ethers of 6- and 7-hydroxy-4-methyl-2-oxo-2H-chromen-2-ones by oxidation using selenium dioxide. 6- and 7-Alkoxy-4-methyl-2Hchromenes were obtained with yields of 57−85%. Corresponding 4-carbaldehyde derivatives were prepared with yields of 41−67%. Thiosemicarbazones of these aldehydes with D-galactose moiety were synthesized by reaction of these aldehydes with N-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)thiosemicarbazide with yields of 62−74%. These thiosemicarbazones were screened for their antibacterial and antifungal activities in vitro against bacteria, such as Staphylococcus aureus, Escherichia coli, and fungi, such as Aspergillus niger, Candida albicans. Several compounds exhibited strong inhibitory activity with MIC values of 0.78−1.56 μM, including 8a (against S. aureus, E. coli, and C. albicans), 8d (against E. coli and A. niger), 9a (against S. aureus), and 9c (against S. aureus and C. albicans).

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Some D-glucose-conjugated 1H-1,2,3-triazoles having 4H-pyrano[2,3-d]pyrimidines 8a-8s had been synthesized by click chemistry between N-propargyl-4H-pyrano[2,3-d]pyrimidines 6a-6s and peracetylated D-glucopyaranosyl azide 7. The process took place under catalytic conditions using CuI@Montmorillonite as...