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