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Two series of nicotinonitrile and/or arene-linked bis(thiazoles) possessing chromene units are efficiently prepared in this study. A one-pot protocol was designed to prepare the target hybrids involved in the reaction of the respective salicylaldehydes, 2-cyanoethanethioamide, and the appropriate bis(α-haloketone). The reaction was irradiated by microwaves at 100 °C for 40–90 min in dioxane and mediated by piperazine to produce the desired products in 84–95% yields. Nicotinonitrile-linked hybrids  2b , and  2c  attached to 6-(4-chlorophenyl) or 6-(4-nitrophenyl) units, respectively, had the best antibacterial activity, particularly against  Staphylococcus aureus , and  Enterococcus faecalis  strains. They showed equipotent efficacy to ciprofloxacin with MIC/MBC values in the ranges from 5.9 to 12.0 µM. Additionally,  2c  demonstrated comparable inhibitory activity to linezolid against MRSA and VRE strains with MIC/MBC values ranging from 2.9 to 11.8 µM. The Ames mutagenicity test was used to conclude that  2c  was not mutagenic to the  Salmonella  strains.

Microwave-assisted synthesis of nicotinonitrile and/or arene-linked bis(chromene-thiazoles) as new VRE and MRSA inhibitors