An environmentally-friendly base organocatalyzed one-pot strategy for the regioselective synthesis of novel 3,6-diaryl-4-methylpyridazines

This report describes a new three-component strategy for the regioselective synthesis of a series of tri-substituted pyridazines via a 1,4-diazabicyclo[2, 2 and 2]octane (DABCO)-catalyzed condensation of propiophenones, arylglyoxalmonohydrates and hydrazine hydrate in water. This method provides a green and convenient one-pot route toward a diverse set of 3,6-diaryl-4-methylpyridazines bearing various aryl substituents. This procedure is highly regioselective, operationally simple, uses water as a safe, environmentally friendly solvent, and DABCO as a green base-organocatalyst, and affords good to excellent yields of products.

Graphical AbstractThis work describes the regioselective synthesis of novel 3,6-diaryl-4-methylpyridazines directly from a DABCO-catalyzed three-component condensation of propiophenones, arylglyoxalmonohydrates and hydrazine hydrate in water.Figure optionsDownload full-size imageDownload as PowerPoint slide