Preparation of 2-Sulfonyl-1,2,3-triazoles by Base-Promoted 1,2-Rearrangement of a Sulfonyl Group

1,2-Rearrangement of a sulfonyl group occurs on treatment of 1-sulfonyl-1,2,3-triazoles with a catalytic amount of 4-dimethylaminopyridine (DMAP) in acetonitrile to give an equilibrium mixture of 1-sulfonyl-and 2-sulfonyl derivatives, with considerable predominance of the latter.Subsequent acidic treatment of the mixture caused selective hydrolysis of the 1-sulfonyl derivative, which led to the isolation of the 2-sulfonyl-1,2,3-triazole in good total yield in a pure form.