Continuous-Flow Heck?Matsuda Reaction: Homogeneous versus Heterogeneous Palladium Catalysts

摘要

This study describes extensive investigations of the Heck?Matsuda reaction carried out by continuous-flow chemistry between aryl diazonium salts generated in situ and methyl acrylate. Our optimized procedures enable sequential aniline diazotization/palladiumcatalyzed Heck?Matsuda reaction using either Pd(OAc)_2 or PdEnCat 30 as respectively a homogeneous or a heterogeneous source of palladium. This safe chemistry that does not require the handling of hazardous aryl diazonium salts involves inexpensive reagents and solvents, under ligand- and base-free conditions.