Synthesis of fused tetrazolone derivatives

Date

2013-01-01

Author

Ozcan, Sevil
Ekmekci, Zeynep
Mujde, Berk
Balcı, Metin

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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.

Subject Keywords

Tetrazolone, Acyl azide, Curtius rearrangement, 1,3-dipole, Dipolarophile, 1,3-dipolar cycloaddition

URI

https://hdl.handle.net/11511/57019

Journal

TURKISH JOURNAL OF CHEMISTRY

DOI

https://doi.org/10.3906/kim-1303-90

Collections

Graduate School of Natural and Applied Sciences, Article

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Citation Formats

S. Ozcan, Z. Ekmekci, B. Mujde, and M. Balcı, “Synthesis of fused tetrazolone derivatives,” TURKISH JOURNAL OF CHEMISTRY, pp. 610–618, 2013, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57019.