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
MUHSİNE ZEYNEP YAVUZ
ALİ AKÇAHAN GEPDİREMEN

DOI

10.3906/kim-1309-59

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, ^{13}C, 2D), mass spectra, and physical characteristics (mp and R_f 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

First Page

739

Last Page

755

Recommended Citation

DÜRÜST, YAŞAR; KARAKUŞ, HAMZA; YAVUZ, MUHSİNE ZEYNEP; and GEPDİREMEN, ALİ AKÇAHAN (2014) "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," Turkish Journal of Chemistry: Vol. 38: No. 5, Article 6. https://doi.org/10.3906/kim-1309-59
Available at: https://journals.tubitak.gov.tr/chem/vol38/iss5/6