Aryldiazonium Salts Serve as a Dual Synthon: Construction of Fully Substituted Pyrazoles via Rongalite-Mediated Three-Component Radical Annulation Reaction

Abstract

A highly efficient rongalite-mediated three-component radical annulation reaction to furnish fully substituted pyrazoles from aryldiazonium salts and α,β-unsaturated aldehydes or ketones under metal- and oxidant-free conditions at room temperature has been developed. In this transformation, aryldiazonium salts served as the precursor of both the aryl and aryl hydrazine units. Mechanistic investigations indicated that rongalite could act as a radical initiator and reducing reagent simultaneously in the reaction.