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


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

TURKISH JOURNAL OF CHEMISTRY, cilt.38, ss.739-755, 2014 (SCI İndekslerine Giren Dergi)

  • Cilt numarası: 38 Konu: 5
  • Basım Tarihi: 2014
  • Doi Numarası: 10.3906/kim-1309-59
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Sayfa Sayısı: ss.739-755

Özet

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.