The scope of silver nitrate-catalyzed cycloaddition of arenediazonium salts has been expanded to include aryl- and alkylsulfonyl diazomethanes as well as the recently introduced diazomethyl sulfonamides. The reliance on these two classes of diazo compounds led to a new synthetic approach to the rare 2-aryltetrazol-5-yl sulfones as well as to the synthesis of hitherto not described 2-aryltetrazol-5-yl sulfonamides.