Synthesis of fused tetrazolone derivatives

Temel Bulgular & Veri: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.

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Sonuç & Katkı:When the carbonyl groups in anhydride were not conjugated with any double bond, then a triazine-fused tetrazolone derivative was formed.

🔬Tür:Araştırma Makalesi

📍Kapsam:Genişletilmiş Akademik Örneklem

⚙️Değişkenler:Tetrazolone · acyl azide · Curtius rearrangement

Özet

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.

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.

Anahtar kelimeler

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

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Bu Makaleye Atıf Yap

ÖZCAN, S., EKMEKÇİ, Z., MÜJDE, B., BALCI, M. (2013). Synthesis of fused tetrazolone derivatives. Turkish Journal of Chemistry, Cilt: 37 - Sayı: 4, 610–618. https://ajindex.com/articles/184759

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