Synthesis of thiazole derivatives bearing an incorporated Z-5-aminopent-3-enoic acid fragment

Novel compounds bearing a joint thiazole and a Z-5-aminopent-3-enoic acid fragments have been synthesized from readily accessible 5-bromolevulinic esters through a sequence of nucleophilic substitution, bromination, Hantzsch-type heterocyclization and Gabriel-like deprotection reactions. A majority of these reactions proceed in ionic liquid media that enhances their efficiency and selectivity in comparison to the corresponding reactions in conventional organic solvents. The compounds have a significant pharmaceutical potential.