Microwave-irradiated rapid synthesis of antimicrobial pyrazine derivatives in reactive eutectic media

Abstract

Herein, we report the use of reactive eutectic media from ammonium formate and monosaccharides to synthesize poly(hydroxyalkyl)pyrazines via microwave irradiation. This enabled unprecedented fast rates as well as better atom economy compared to previous methods. We investigated the influence of water on the reaction yield as well as the physical properties of the eutectic media and could thereby drastically reduce the viscosity, while preserving high reaction yields. The results were consistent for different monosaccharides, using fructose, glucose, rhamnose and fucose as reactants. Furthermore, the major reaction products were separated, chemically analyzed and tested for their antimicrobial activity via high-throughput screening.