Synthesis of 4-Arylidene-2-Alkylthio-4H-Thiazol-5-Ones from Aminoacid Based Dithiocarbamates and Aldehydes

Heterocyclic compounds containing two heteroatoms in the structure are well known molecules with diverse biologically activities. Among them, thiazoles, thiazolidines, thiazolidinones and thiazolones are the most important scaffolds associated in the structure of many naturally occurring biological active compounds. A simple and efficient procedure for the synthesis of 4-arylidene-2-alkylthio-4H-thiazol-5-ones, the thia analogue of azlactones, via the condensation reaction of an aldehyde with an amino acid based dithiocarbamate is described. Also the bis [2-(alkylthio)-thioazlactone] was prepared using terephthaldehyde. High to excellent yields of products, simple reaction procedure and synthesis of complex molecules with simple starting materials are the most advantages of this protocol.