Synthesis of fused tetrazolone derivatives

Authors

SEVİL ÖZCAN
ZEYNEP EKMEKÇİ
BERK MÜJDE
METİN BALCI

DOI

10.3906/kim-1303-90

Abstract

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.

Keywords

Tetrazolone, acyl azide, Curtius rearrangement, 1, 3-dipole, dipolarophile, 1, 3-dipolar cycloaddition

First Page

610

Last Page

618

Recommended Citation

ÖZCAN, SEVİL; EKMEKÇİ, ZEYNEP; MÜJDE, BERK; and BALCI, METİN (2013) "Synthesis of fused tetrazolone derivatives," Turkish Journal of Chemistry: Vol. 37: No. 4, Article 10. https://doi.org/10.3906/kim-1303-90
Available at: https://journals.tubitak.gov.tr/chem/vol37/iss4/10