Synthesis of fused tetrazolone derivatives

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Turkish Journal of Chemistry
Volume:37 Issue:4
Synthesis of fused tetrazolone derivatives

Synthesis of fused tetrazolone derivatives

Authors : Sevil ÖZCAN, Zeynep EKMEKÇİ, Berk MÜJDE, Metin BALCI

Pages : 610-618

Doi:10.3906/kim-1303-90

View : 21 | Download : 11

Publication Date : 0000-00-00

Article Type : Research Paper

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

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