Synthesis of novel triazoles bearing 1,2,4-oxadiazole and phenylsulfonyl groups by 1,3-dipolar cycloaddition of some organic azides and their biological activities

Authors : Yaşar Dürüst, Hamza Karakuş, Muhsine Zeynep Yavuz, Ali Akçahan Gepdiremen

Pages : 739-755

Doi:10.3906/kim-1309-59

View : 23 | Download : 8

Publication Date : 9999-12-31

Article Type : Makaleler

Abstract :1,3-Dipolar cycloaddition of 5-azidomethyl-3-p-substituted phenyl-1,2,4-oxadiazoles to phenyl vinyl sulfone and bismaleimide gives rise straightforwardly to 1-((3-(p-substituted) phenyl-1,2,4-oxadiazol-5-yl)methyl)-4-(phenylsul\-fonyl)-4,5-dihydro-1H-1,2,3-triazoles and bisdihydropyrrolo[3,4-d][1,2,3]triazole-4,6(3aH,5H)-diones. The structures of the new cycloadducts were elucidated by means of IR, NMR (1H, 13C, 2D), mass spectra, and physical characteristics (mp and Rf values). In addition, anticancer activities of the cycloadducts against MCF-7 cells were also investigated.
Keywords : Azide, 1, 3-dipolar cycloaddition, 1, 2, 4-oxadiazole, 1, 2, 3-triazole, pyrrole, anticancer activity