Multicomponent Reaction of 2-aminobenzimidazole, Arylglyoxals, and 1,3-cyclohexanedione

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 formati...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2015-04, Vol.51 (4), p.310-319
Hauptverfasser: Petrova, Olesya N., Zamigajlo, Lali L., Ostras, Konstantin S., Shishkina, Svetlana V., Shishkin, Oleg V., Borisov, Alexander V., Musatov, Vladimir I., Shirobokova, Maria G., Lipson, Victoria V.
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Sprache:eng
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Zusammenfassung: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(2 H )-ones and 3-oxo-2-(2-aryl-1 H -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.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-015-1700-y