D. Yu. Vandyshev, E. A. Kosheleva, V. A. Polikarchuk, D. A. Mangusheva, G. Denisov, Kh. S. Shikhaliev, “Regioselective synthesis of novel imidazo[1,5-<i>b</i>]pyridazine derivatives from diaminoimidazoles and α-acylacrylonitriles”, Mendeleev Commun., 2021, Volume 31, Issue 6,Pages <nobr>821

This article is cited in 3 papers

Communications

Regioselective synthesis of novel imidazo[1,5-b]pyridazine derivatives from diaminoimidazoles and α-acylacrylonitriles

D. Yu. Vandyshev^a, E. A. Kosheleva^a, V. A. Polikarchuk^a, D. A. Mangusheva^a, G. Denisov^b, Kh. S. Shikhaliev^a

^a Voronezh State University, Voronezh, Russian Federation
^b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation

Abstract: The heterocyclization of 1,2-diamino-4H-phenylimidazole with α-acylacrylonitriles affords cleanly 7-amino-2-R-5- phenylimidazo[1,5-b]pyridazine-3-carbonitriles. The strating α-acylacrylonitriles can be generated in situ from 3-oxo-3-(het)arylpropanenitriles and triethylorthoformate or dimethylformamide dimethyl acetal, and the products can be prepared in one pot.

Keywords: imidazo[1,5-b]pyridazine, 1,2-diamino-4H-phenylimidazole, nitrogen heterocycles, regioselectivity, multicomponent reactions.

Language: English

DOI: 10.1016/j.mencom.2021.11.017

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