Synthesis and Reactivity of Imidazolyltetrazole Derivatives via Purine Ring Opening

12th Paul Walden Symposium on Organic Chemistry: Program and Abstract Book 2021
Dinesh Kumar, Zigfrīds Kapilinskis

Imidazoles and tetrazoles are important pharmacophores with antibacterial and analgesic activities. The present work focuses on SNAr reactions of 2-substitued 6-azidopurine with O- and S-nucleophiles. Azidocompound exist in azido-tetrazole tautomeric equilibrium the extent of which is influenced by solvent, temperature and nearby electron-donating/electronwithdrawing groups. The reactivity of ring opened products can further be explored by alkylating tetrazole ring and in situ creating tetrazolo fused 1,4-diazepine derivatives.

Keywords
Imidazole, tetrazole, purine ring opening, azido-tetrazole tautomeric equilibrium
Hyperlink
https://walden.osi.lv/wp-content/uploads/2021/10/12th_P.Walden_Symposium_Program.Abstract_BOOK.pdf

Kumar, D., Kapilinskis, Z. Synthesis and Reactivity of Imidazolyltetrazole Derivatives via Purine Ring Opening. In: 12th Paul Walden Symposium on Organic Chemistry: Program and Abstract Book, Latvia, Riga, 28-29 October, 2021. Riga: RTU Press, 2021, pp.52-52.

Publication language
English (en)