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The 1,3-cycloaddition of ω-phosphoryl azides to activated internal alkynes su ch as dimethyl acetylenedicarboxylate and tetramethyl acetylenedip hos honate as well sodium azide to tetramethyl acetylenediphosphonate readily proceeds in water without any co-solvent or additive to afford the corresponding phosphorylated 1,2,3-tr iazoles in excellent yields. The ester group in carbalkoxy function of these compounds can be easil y converted to carbamido group via the reaction with amines in MeOH thereby expanding the range of potentially biologically active heterocyclic aminophosphonates of such type.

Water as a promoting media for 1,3-dipolar cycloaddition of phosphorylated azides to internal alkynes