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

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Durust Y., Karakus H., Yavuz M. Z., Gepdiremen A. A.

TURKISH JOURNAL OF CHEMISTRY, vol.38, no.5, pp.739-755, 2014 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 38 Issue: 5
  • Publication Date: 2014
  • Doi Number: 10.3906/kim-1309-59
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.739-755
  • Bezmialem Vakıf University Affiliated: No

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-1 H -1,2,3-triazoles and bisdihydropyrrolo[3,4-d][1,2,3] triazole-4,6(3 a H, 5 H)-diones. The structures of the new cycloadducts were elucidated by means of IR, NMR (1 H, 1 3 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.