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Reaction of N-alkyl(aryl)aminocarbonyl-1,4-benzoquinone monoimines with alcohols

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Abstract

Reactions of N-alkyl(aryl)aminocarbonyl-3,5-dimethyl-1,4-benzoquinone monoimines with alcohols led to the formation of products of 1,2-addition, quinolide compounds. They are the final products in reactions with alkyl derivatives, but in event of aryl derivatives they underwent cyclization with the subsequent elimination of the alcohol molecule to provide 4,7a-dimethyl-1-aryl-7,7a-dihydro-1H-benzimidazole-2,6-diones.

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Authors and Affiliations

  1. Donbass State Machinebuilding Academy, Kramatorsk, 84313, Ukraine

    A. P. Avdeenko, S. A. Konovalova & A. G. Sergeeva

  2. Institute of Single Crystals, National Academy of Sciences of Ukraine, Kharkov, Ukraine

    G. V. Palamarchuk & O. V. Shishkin

Authors
  1. A. P. Avdeenko
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  2. S. A. Konovalova
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  3. A. G. Sergeeva
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  4. G. V. Palamarchuk
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  5. O. V. Shishkin
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Correspondence to A. P. Avdeenko.

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Original Russian Text © A.P. Avdeenko, S.A. Konovalova, A.G. Sergeeva, G.V. Palamarchuk, O.V. Shishkin, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 5, pp. 692–698.

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Avdeenko, A.P., Konovalova, S.A., Sergeeva, A.G. et al. Reaction of N-alkyl(aryl)aminocarbonyl-1,4-benzoquinone monoimines with alcohols. Russ J Org Chem 45, 674–680 (2009). https://doi.org/10.1134/S1070428009050054

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  • DOI: https://doi.org/10.1134/S1070428009050054

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