Synthesis of fused tetrazolone derivatives

Authors

SEVİL ÖZCAN
ZEYNEP EKMEKÇİ
BERK MÜJDE
METİN BALCI

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.

DOI

10.3906/kim-1303-90

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