Synthesis of fused tetrazolone derivatives

Özcan S., EKMEKÇİ Z., Müjde B., Balci M.

Turkish Journal of Chemistry, cilt.37, sa.4, ss.610-618, 2013 (SCI-Expanded, Scopus, TRDizin) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 37 Sayı: 4
  • Basım Tarihi: 2013
  • Doi Numarası: 10.3906/kim-1303-90
  • Dergi Adı: Turkish Journal of Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.610-618
  • Anahtar Kelimeler: 1,3-dipolar cycloaddition, 1,3-dipole, Acyl azide, Curtius rearrangement, Dipolarophile, Tetrazolone
  • Isparta Uygulamalı Bilimler Üniversitesi Adresli: Hayır

Özet

New fused tetrazolone derivatives were synthesized using homophthalic and maleic anhydrides. Treatment of anhydrides with trimethylsilyl azide opened the lactone rings and formed the corresponding intermediates, which bore 1,3-dipole and dipolarophile functionalities in ortho positions. The intermediates partially underwent internal 1,3-dipolar cycloaddition to produce fused tetrazolone derivatives. When the carbonyl groups in anhydride were not conjugated with any double bond, then a triazine-fused tetrazolone derivative was formed. © TÜBITAK.