Expedient Azide-Alkyne Huisgen Cycloaddition Catalyzed by a Combination of VOSO₄ with Cu(0) in Aqueous Media.

ABSTRACT: A series of vanadium(III), vanadyl(IV/V) species, inorganic metal oxides, and transition-metal oxides was examined as cocatalysts with Cu(0) powder for copper(I)-catalyzed azide-alkyne cycloaddition. Among them, vanadyl(IV) species bearing acetylacetonate, acetate, and sulfate, vanadyl(V) isopropoxide, and vanadate were suitable for the click reactions of per-acetyl and per-benzyl β-azido glycosides with three different terminal alkynes in CH₃CN. Water-soluble vanadyl(IV) sulfate was further selected for efficient click reactions for unprotected β-glycosyl azides and even compatible with a thiol-containing substrate in aqueous media at ambient temperature.

SUBMITTER: Yang WC 

PROVIDER: S-EPMC10995936 | biostudies-literature | 2024 Apr

REPOSITORIES: biostudies-literature