Aerobic Tandem Synthesis of Azines from Alcohols and Hydrazine Catalysed by Four and Six Membered Rings Ru(II) Complexes
Résumé
An efficient tandem synthetic approach to azines from the coupling of alcohols and hydrazine hydrate catalysed by newly synthesized arene Ru(II) complexes has been described. Two arene ruthenium(II) N-(pyrimidin-2-ylcarbamothioyl)furan-2carboxamide complexes have been fully characterised by analytical and spectral methods. The structures of the complexes have been confirmed with the aid of single-crystal X-ray analysis. The unprecedented coordination modes of N-(pyrimidin-2ylcarbamothioyl)furan-2-carboxamide ligand and the formation of four and six membered N,S-chelate complexes have been observed for the first time. Further, the new Ru(II) complexes act as an efficient catalyst for the synthesis of symmetrical azines. A diverse range of azines was synthesized. The products were isolated in good to excellent yields using a catalyst loading of 0.5 mol %. The catalytic reaction operates under aerobic and mild reaction conditions with the release of water as the only by-product. Plausible mechanism has been proposed and it is believed that the reaction proceeds initially via an aldehyde intermediate.
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