Efficient Copper-Catalyzed Selective Synthesis of ۱,۱-Diaryl Hydrazines from Aryl Boronic Acids and Hydrazine Hydrate

N-arylation of nitrogen-containing compounds remains a key challenge in organic synthesis due to issues related to selectivity, harsh conditions, and limited substrate scope. Herein, an efficient copper-catalyzed protocol is reported for the synthesis of ۱,۱-diaryl hydrazine derivatives via the coupling of aryl boronic acids with hydrazine hydrate. The reaction proceeds under mild, ligand-free conditions without the need for strong bases, an inert atmosphere, or expensive reagents. A broad range of aryl boronic acids bearing electron-donating and electron-withdrawing groups is well tolerated, affording the corresponding symmetric diaryl hydrazines in moderate to excellent yields. The method also demonstrates good chemoselectivity, minimizing over-arylation and polymerization side reactions commonly associated with free hydrazine use. This operationally simple and scalable procedure provides convenient access to structurally diverse ۱,۱-diaryl hydrazines—key intermediates in pharmaceuticals, agrochemicals, and functional materials. The practical features and broad applicability of this method make it a valuable addition to existing N-arylation strategies, with the potential for future extension to unsymmetrical hydrazine derivatives and heteroaryl substrates.

کلیدواژه ها:

Aryl boronic acids ، ۱ ، ۱-Diaryl hydrazines ، N-Arylation ، Copper catalysis ، Cross-coupling reaction