An Improved General Procedure for the Synthesis of Aryloxysulfonyl Azides

In 1975, we have described the first synthesis of the aryloxysulfonyl azides (aryl azidosulfates),¹ the interest of which is confirmed to be varied, especially about the elaboration of molecules such that sulfamates² (Ar-O-SO₂-NH₂), not easily accessible by other methods and endowed with very important biological properties.^3–5 Their cycloaddition on bicyclic olefinic systems gives a new family of N-substituted aziridines, the N-aryloxy-3-aza-tricyclo3,2,1,0^{2,4 exo}]octanes.⁶ They react with trivalent phosphorus compounds to afford some very interesting phosphine-imides.⁷