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Synthesis of 2-Methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-Methyl-1-[(5-methylpyrrol-2-yl)methyl]-1H-benzimidazoles

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Chemistry of Heterocyclic Compounds Aims and scope

A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H-benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening of the furan ring leading to the formation of a diketone fragment, which was then used for the formation of N-substituted pyrrole ring by the Paal–Knorr method. The effect of the nature of the amine on the cyclization was demonstrated.

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Authors and Affiliations

  1. Kuban State Technological University, 2 Moskovskaya St., Krasnodar, 350072, Russia

    T. A. Stroganova, V. M. Red’kin, G. A. Kovalenko, V. K. Vasilin & G. D. Krapivin

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  1. T. A. Stroganova
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  2. V. M. Red’kin
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  3. G. A. Kovalenko
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  4. V. K. Vasilin
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  5. G. D. Krapivin
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Corresponding author

Correspondence to T. A. Stroganova.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1356-1366, September, 2013.

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Stroganova, T.A., Red’kin, V.M., Kovalenko, G.A. et al. Synthesis of 2-Methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-Methyl-1-[(5-methylpyrrol-2-yl)methyl]-1H-benzimidazoles. Chem Heterocycl Comp 49, 1264–1273 (2013). https://doi.org/10.1007/s10593-013-1374-2

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  • DOI: https://doi.org/10.1007/s10593-013-1374-2

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