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.
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Dedicated to Professor I.A. Nuretdinov on His 70th Anniversary
Original Russian Text © V. A. Mamedov, A.A. Kalünin, A.T. Gubaidullin, E.A. Gorbunova, I.A. Litvinov, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 10, pp. 1543–1554.
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Mamedov, V.A., Kalinin, A.A., Gubaidullin, A.T. et al. Quinoxaline-benzimidazole rearrangement in the synthesis of benzimidazole-based podands. Russ J Org Chem 42, 1532–1543 (2006). https://doi.org/10.1134/S1070428006100241
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DOI: https://doi.org/10.1134/S1070428006100241