Isoquinoline promoted Synthesis of alkyl 2-(1-alkyl-5-oxo-3-phenyl-2-thioxotetrahydro-4H-imidazol-4-yliden) acetate derivatives

Derivatives of thiazolidinone ring systems are known to act as anti-HIV infections , analgesic, anti-bacterial, anti-convulsant, anti parasitic, potential anti-inflammatory and herbicidal agents. Due biological activities of thiazolidinones ring, several methods for their synthesis have been illustrated in literature. Imidazolidine-2-thiones were synthesized by the oxidative cyclization of 1-benzoyl-3-aryl-thioureas with bromine and enolizable carbonyl compounds in the presence of excess triethylamine . A suitable method for the synthesis of fused thiazoles were described from the reaction of aroylphenyl thioureas with π-acceptor quinones. An efficient and one-pot method for the synthesis alkyl 2-(1-alkyl-5-oxo-3-phenyl-2-thioxotetrahydro-4H-imidazol-4-yliden) acetate derivatives via simple reaction between isoquinoline, dialkyl acetylenedicarboxylate and benzyl phenylthiourea under solvent-free conditions without using any additional catalyst, is described. The mild reaction conditions and good yields and exhibit the synthetic advantage of this method. Also this method is environmentally friendly.

Keywords:

Isoquinoline , solvent-free , benzyl phenylthiourea , imidazole , green chemistry