Abstract Selective S-alkoxycarbonylation of isomeric – 5-(2-pyridyl)- (1), 5-(3-pyridyl)- (2), and 5-(4-pyridyl)-1,3,4-oxadiazol-2-thiones (3) have been studied and novel series of S-substituted derivatives (7-15) have been synthesized and characterized by physical methods of research. No formation of the amides – N-substituted derivatives (A) was observed. The antimicrobial tests indicated that the 2-alkyloxycarbonylthio-oxadiazole derivatives exhibited a remarkable activity against Gram-positive bacteria Bacillus subtilis, Staphylococcus aureus and the fungus Candida albicans.
Keywords isomeric 5-pyridyl-1,3,4-oxadiazol-2-thiones, selective S-alkoxycarbonylation, alkyl chloroformates, antibacterial and antifungal activity.