Synthesis of 1,3,4-oxadiazole derivatives from α-amino acid and acyl hydrazides under thermal heating or microwave irradiation conditions

Abstract

A series of new 2,5-disubstituted 1,3,4-oxadiazoles was synthesized under conventional thermal heating and microwave irradiation conditions through the reaction of acyl hydrazides with Nprotected α-amino acid in presence of a small amount of POCl 3 . Heterocycles were obtained in moderate to good yields and in relatively short reaction times.

Design, synthesis and cytotoxic evaluation of a library of oxadiazole-containing hybrids

“…In order to obtain the penicillin hybrids, we used 6,6-dibromopenicillanic acid (14a) as carboxylic acid partner; thus, some novel and interesting 1,3,4-oxadiazolylaminoacyl penicillins were synthesized (26aa–ab). The dehydrative cyclization has proven to be difficult, we have tried a variety of procedures, such as, POCl 3 under microwave heating 24 and trifluoroacetic anhydride/pyridine, 25 with little success. Finally, the corresponding 1,3,4-oxadiazoles were obtained by treatment of the disubstituted hydrazides with CBr 4 and Ph 3 P, although conversion was incomplete.…”

Synthesis and Characterization of Some Heterocyclic Compounds and Evaluation of Antibacterial Activity

“…It has an important implication in pesticide chemistry and polymer material. The derivative compounds exhibit range of biological activities such as analgesic (Dornelles et al, 2015), antibacterial, anticancer (Thirugnanasambanthan et al, 2012) and anti-in lammatory (Modi and Modi, 2012) and anticonvulsant activity (Bahjat, 2016).…”