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Interaction of 2-chloroquinoline- 3-carbaldehydes with 2-hetaryl- acetonitriles

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Chemistry of Heterocyclic Compounds Aims and scope

The interaction of 2-chloroquinoline-3-carbaldehydes with 1H-benzimidazol-2-ylacetonitriles and 1-benzyl-1H-imidazol-2-ylacetonitrile has been studied. It was shown that products of condensation at the methylene group are formed under mild conditions. Carrying out the reaction under more forcing conditions leads to an intramolecular nucleophilic substitution of the chlorine atom and the formation of cyclic ionic compounds (in the case of N-substituted hetarylacetonitriles), which are subsequently dealkylated.

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Authors and Affiliations

  1. Kiev T. Shevchenko National University, Chemical Faculty, Department of Organic Chemistry, Kiev, 01601, Ukraine

    T. A. Volovnenko, A. V. Tarasov, A. V. Turov & Yu. M. Volovenko

  2. Scientific and Technological Corporation, Institute for Single Crystals, National Academy of Sciences of Ukraine, Kharkiv, 61001, Ukraine

    R. I. Zubatyuk & O. V. Shishkin

Authors
  1. T. A. Volovnenko
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  2. A. V. Tarasov
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  3. R. I. Zubatyuk
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  4. O. V. Shishkin
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  5. A. V. Turov
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  6. Yu. M. Volovenko
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Corresponding author

Correspondence to A. V. Tarasov.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1847-1863, December, 2009.

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Volovnenko, T.A., Tarasov, A.V., Zubatyuk, R.I. et al. Interaction of 2-chloroquinoline- 3-carbaldehydes with 2-hetaryl- acetonitriles. Chem Heterocycl Comp 45, 1489–1502 (2009). https://doi.org/10.1007/s10593-010-0456-7

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  • DOI: https://doi.org/10.1007/s10593-010-0456-7

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