From Rare Reagents to Rare Products: Regiospecific Silver‐Catalyzed [3+2] Cycloaddition of Aryl‐, Alkyl‐ and Aminosulfonyl Diazomethanes with Arenediazonium Tosylates

Abstract

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.