Synthesis of fused tetrazolone derivatives
Authors : Sevil Özcan, Zeynep Ekmekçi, Berk Müjde, Metin Balci
Pages : 610-618
Doi:10.3906/kim-1303-90
View : 14 | Download : 6
Publication Date : 9999-12-31
Article Type : Makaleler
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