Bridgehead nitrogen heterocyclic system:: Synthesis, stereochemistry and biological activity of pyrazolo [3′,4′:4,5] thiazolo [3,2-b]-s-triazoles

A facile synthesis of 2,3-diaryl-cis-3,3a-dihydropyrazolo [3',4':4,5] thiazolo [3,2-b]s-triazoles (3) has been achieved by the condensation of 3-phenyl-s-triazole-5-thione (1) with chloroacetic acid and aldehydes in presence of acetic anhydride, anhyd sodium acetate and gl acetic acid to yield 2-phenyl-6-arylidene thiazolo [3,2-b]-s-triazol-5 (6H)-ones (2) followed by treatment with arylhydrazines. The structures 3 were supported by IR, PMR and Mass spectral data. Antibacterial and antifungal activity of the synthesized compounds have also been evaluated.