@article {49397, title = {Synthesis of pyrazole and 1,3,4-oxadiazole derivatives of pharmaceutical potential}, journal = {Prospects in Pharmaceutical Sciences}, volume = {22}, year = {2024}, month = {Aug}, pages = {127{\textendash}135}, abstract = {

Heterocyclic compounds are important molecules that serve as scaffolds or linkers for the core structure of numerous drug substances. In particular, pyrazole and 1,3,4-oxadiazole are compounds of great interest due to their comprehensive biological activities and interesting structural features. Here, we described an efficient and economical synthetic route leading to\ N-phenyl substituted pyrazole and 1,3,4-oxadiazole derivatives. Retrosynthetic disconnective analysis showed that the\ N-phenyl substituted pyrazole can be obtained from chalcone, accessible from the respective aldehyde, and acetophenone. The disubstituted 1,3,4-oxadiazole can be constructed from the respective aldehyde, which originates from pyrrole-containing compound, and formyl chloride. Based on our retrosynthetic analysis,\ N-phenyl substituted pyrazole was obtained by cyclization of the respective chalcone with phenylhydrazine to give pyrazoline which was in turn converted into pyrazole by oxidative aromatization. Potassium carbonate and a catalytic amount of molecular iodine were used to oxidatively cyclize semicarbazones into 1,3,4-oxadiazoles in a transition metal-free process. Novel pyrazole and 1,3,4-oxadiazoles with potential biological activity are investigated as antituberculosis, anticonvulsant, antidiabetic, anticancer, and tyrosinase inhibitory agents.

}, doi = {10.56782/pps.235}, url = {https://prospects.wum.edu.pl/index.php/pps/article/view/235}, author = {Kadam, Mayur and Jadhao, Nitin L. and Gajbhiye, Jayant M.} }