Recent Advances in the Pd-Catalyzed Coupling of Arylhydrazines and Ammonium Salts via C-N Bond Cleavage

Both arylhydrazines and quaternary ammonium salts are readily accessible or commercially available chemicals that show versatile reactivity in Pd-catalyzed coupling reactions via C-N bond cleavage. A tremendous array of coupling reactions involving reaction partners such as organoborons, aryl silanes, alkenes, alkynes, arylation or alkylation reagents in C-H functionalization and carbonylation reactions are summarized, in which arylhydrazines or quaternary ammonium salts function as aryl or alkyl donors. This account mainly focuses on recent advances in Pd-catalyzed coupling reactions with arylhydrazines or quaternary ammonium salts via C-N bond cleavage, including mechanistic elucidations.

Automated summary

Arylhydrazines and quaternary ammonium salts have shown versatile reactivity in Pd-catalyzed coupling reactions, acting as aryl or alkyl donors. Various coupling reactions involving different reaction partners and mechanistic elucidations have been summarized, providing important insights for future research.