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

Authors

  • Olesya N. Petrova SSI “Institute for Single Crystals”, 60 Lenin Ave., Kharkiv 61001
  • Lali L. Zamigajlo SSI “Institute for Single Crystals”, 60 Lenin Ave., Kharkiv 61001
  • Konstantin S. Ostras SSI “Institute for Single Crystals”, 60 Lenin Ave., Kharkiv 61001
  • Svetlana V. Shishkina SSI “Institute for Single Crystals”, 60 Lenin Ave., Kharkiv 61001
  • Oleg V. Shishkin SSI “Institute for Single Crystals”, 60 Lenin Ave., Kharkiv 61001
  • Aleksandr V. Borisov Enamine Ltd., 23 Alexandra Matrosova St., Kyiv 01103
  • Vladimir I. Musatov SSI “Institute for Single Crystals”, 60 Lenin Ave., Kharkiv 61001
  • Maria G. Shirobokova SSI “Institute for Single Crystals”, 60 Lenin Ave., Kharkiv 61001
  • Victoria V. Lipson SSI “Institute for Single Crystals”, 60 Lenin Ave., Kharkiv 61001

DOI:

https://doi.org/10.1007/2270

Keywords:

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

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

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Published

2015-03-18

Issue

Section

Original Papers