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MULTICOMPONENT REACTION OF 2-AMINOBENZIMIDAZOLE, ARYLGLYOXALS, AND 1,3-CYCLOHEXANEDIONE

Olesya N. Petrova, Lali L. Zamigajlo, Konstantin S. Ostras, Svetlana V. Shishkina, Oleg V. Shishkin, Aleksandr V. Borisov, Vladimir I. Musatov, Maria G. Shirobokova, Victoria V. Lipson
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Abstract


Three-component reactions of 2-aminobenzimidazole with arylglyoxals and 1,3-cyclohexanedione have been studied under conventional heating and microwave irradiation. Different product types including the Michael adduct and fused heterocyclic systems were obtained. Conditions for the selective formation of 12-aroylbenzimidazo[2,1-b]quinazolin-1(2H)-ones and 3-oxo-2-(2-aryl-1H-imidazo[1,2-a]benzimidazol-9-ium-3-yl)cyclohex-1-enolates have been determined. The structures of all compound types were established by an X-ray diffraction study.

How to Cite
Petrova, O. N.; Zamigajlo, L. L.; Ostras, K. S.; Shishkina, S. V.; Shishkin, O. V.; Borisov, A. V.; Musatov, V. I.; Shirobokova, M. G.; Lipson, V. V. Chem. Heterocycl. Compd. 2015, 51, 310. [Khim. Geterotsikl. Soedin. 2015, 51, 310.]

For this article in the English edition see DOI 10.1007/s10593-015-1700-y


Keywords


2-aminobenzimidazole; arylglyoxal; benzimidazo[2,1-b]quinazolinones; 1,3-cyclohexanedione; imidazo[1,2-a]benzimidazoliumylcyclohexenolates; microwave synthesis; multicomponent reaction.

Full Text: PDF Supplementary File(s): Supplementary materials (6MB)


 

 

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