Oxadiazoles are a class of five-membered heterocyclic compounds that have two nitrogen atoms at positions 1, 3, and 4, respectively, and two oxygen atoms at position 1. These derivatives can be synthesised using conventional methods as well as microwave assistance. Similar to azoles, oxadiazoles are an electronegative ring system with weak basic characteristics due to the inductive effects of the extra hetero atoms. Oxadiazoles are easily attacked by nucleophiles because they easily undergo ring cleavage with aqueous acid or base, which results in the substitution of both carbon positions. As a result, some new 1, 3, and 4-oxadiazoles are synthesised and biologically evaluated as In vitro anticancer activity, following the reaction sequence shown in the scheme. These 1,3,4-oxadiazoles serve as the building blocks for the synthesis of a number of other derivatives. Compounds 7e and 7f showed enhanced IC50 values in the range of 3.19-8.21 μM against breast MCF-7, colorectal HCT116, and liver HepG2 cancer cell lines, as well as greater sensitivity when compared to the traditional drug colchicine. Enzymatic activity of the target compounds was evaluated against the tubulin enzyme. These results suggest that 1,3,4-oxadizole scaffold may be used in future studies to develop novel anticancer drugs.