An Expedient Synthesis of 2-Acylthiazoles and 2-Acyl-4-methyl-5-acetylthiazoles Using α-Ketothioamides as Potential Acetylcholinesterase Inhibitors

Herein, report a simple and efficient strategy for the synthesis of 1,3 thiazole from the easily accessible α-ketothioamides. The thioamide synthetic equivalents react smoothly with bromoacetals and 3-chloropentane-2,4-dione to afford a series of substituted thiazoles 4a-l and 6a-l, demonstrating a high degree of thioamide functionalization. The reported procedure stands up due to the rapid reaction time with metal-free mild conditions rendering it an attractive option for thiazole synthesis. The resulting compounds were evaluated for their neuroprotective effects through in vitro acetylcholinesterase (AChE) inhibitory activity. Among the synthesized molecules, compound 6j exhibited the most significant inhibitory effect, surpassing the standard drug rivastigmine in activity.

3‐chloropentane‐2,4‐dione; acetylcholine esterase inhibitors; bromo acetal; thiazoles; α‐ketothioamides.