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One-pot synthesis of imidazo[1,2-b]pyrazole, imidazo[1,2-b]-1,2,4-triazole, imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine, imidazo[1,2-a]benzimidazole, and 1,2,4-triazolo[4,3-a]benzimidazole derivatives

✍ Scribed by Ahmad M. Farag; Kamal M. Dawood

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
181 KB
Volume
8
Category
Article
ISSN
1042-7163

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✦ Synopsis

Hydrazonoyl bromides 1a-c react with 5-amino-3phenyl-1H-pyrazole, 5-amino-1H-1,2,4-triazole, 2aminopyridine, 2-aminopyrimidine, and 2-aminobenzimidazole to afford the corresponding imidazo[1,2-b]pyrazoles 10, imidazo[1,2-b]-1,2,4-triazoles 11, imidazo[1,2-a]pyridines 16, imidazo[1,2-a]pyrimidines 17, and imidazo[1,2a]benzimidazoles 20, respectively. Compounds 1a-c reacted also with 2-methylthiobenzimidazole to give 1 ,2,4-triazolo[4,3-a]benzimidazole derivatives 21.

πŸ“œ SIMILAR VOLUMES

Regioselective Anionic [3+2] Cyclization
Regioselective Anionic [3+2] Cyclizations of Isoxazole, Pyrazole and 1,2,4-Triazole Dinucleophiles βˆ’ Efficient Synthesis of 2,4-Dihydroimidazo[4,5-b]quinoxalines, 3H-Imidazo[1,2-b]pyrazoles and 5H-Imidazo[2,1-c][1,2,4]triazoles
✍ Peter Langer; JΓΆrg Wuckelt; Manfred DΓΆring; PeterΒ R. Schreiner; Helmar GΓΆrls πŸ“‚ Article πŸ“… 2001 πŸ› John Wiley and Sons 🌐 English βš– 380 KB πŸ‘ 1 views

and 3-aminopyrazole and 3-amino-1,2,4-triazole provide convenient access to biologically relevant 3H-imidazo[1,2-b]pyrazoles and a 5H-imidazo[2,1-c][1,2,4]triazole.

1H and 13C NMR Spectra of Imidazo[1,2-a]
1H and 13C NMR Spectra of Imidazo[1,2-a]pyrazines
✍ L. Avallone; P. De Caprariis; A. Galeone; M. G. Rimoli πŸ“‚ Article πŸ“… 1996 πŸ› John Wiley and Sons 🌐 English βš– 346 KB πŸ‘ 1 views

H and 13C N M R spectral data for several imidazo[1,2-a]pyrazines were determined. The chemical shift assignments were based on HETCOR and COLOC spectra for some model compounds.