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Russian Journal of Organic Chemistry

, Volume 42, Issue 10, pp 1532–1543 | Cite as

Quinoxaline-benzimidazole rearrangement in the synthesis of benzimidazole-based podands

  • V. A. Mamedov
  • A. A. Kalinin
  • A. T. Gubaidullin
  • E. A. Gorbunova
  • I. A. Litvinov
Article

Abstract

Alkylation of 3-benzoylquinoxalin-2(1H)-one with 1,5-dibromo-3-oxapentane, 1,8-dibromo-3,6-dioxaoctane, and α,ω-dihaloalkanes with different lengths of the polymethylene chain gave the corresponding quinoxaline podands. In the reaction with 1,2-dibromoethane, the N,O-rather than N,N′-alkylation product was obtained. The reaction of the obtained quinoxaline-based podands with benzene-1,2-diamine followed the quinoxaline-benzimidazole rearrangement pattern with formation of 2-(3-phenylquinoxalin-2-yl)benzimidazole-based podands.

Keywords

Benzimidazole Quinoxaline Compound IIIb Polymethylene Chain Quinoxaline Ring 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Pleiades Publishing, Inc. 2006

Authors and Affiliations

  • V. A. Mamedov
    • 1
  • A. A. Kalinin
    • 1
  • A. T. Gubaidullin
    • 1
  • E. A. Gorbunova
    • 1
  • I. A. Litvinov
    • 1
  1. 1.Arbuzov Institute of Organic and Physical Chemistry Kazan Research CenterRussian Academy of SciencesKazanRussia

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