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Ring contraction in reactions of 3-benzoylquinoxalin-2-ones with 1,2-phenylenediamines. Quinoxaline-benzoimidazole rearrangement |
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| Authors: | Mamedov V A Kalinin A A Gubaidullin A T Chernova A V Litvinov I A Levin Ya A Shagidullin R R |
| Institution: | (1) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088 Kazan, Russian Federation |
| Abstract: | The reactions of 3-benzoylquinoxalin-2-one and its N(1)-alkyl derivatives with 1,2-phenylenediamines were accompanied by ring contraction as a result of the quinoxaline-benzoimidazole rearrangement giving rise to 2-benzoimidazolyl-substituted quinoxalines. The possible pathways of these reaction are discussed. |
| Keywords: | 3-benzoylquinoxalin-2-ones 1 2-phenylenediamines benzoimidazole pyrazine-imidazole ring contraction rearrangements IR spectra 1H NMR spectra X-ray diffraction analysis |
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