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Bifunctionalization of a mixture of 2-chloro-and 2-bromo-N-ethoxycarbonylmethylpyridinium halides by arylmethylidenemalononitriles in basic medium

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Chemistry of Heterocyclic Compounds Aims and scope

The two-component condensation of 2-chloro- or 2-bromo-N-ethoxycarbonylmethylpyridinium halides and aryl- or hetarylmethylidenemalononitriles gave ethyl 2-[2-(dicyanomethylidene)pyridin-1(2H)-yl]-3-arylacrylates. Correlation NMR spectroscopy and X-ray diffraction structural analysis allowed the structural characterization of these products.

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Notes

  1. The percentage ratio of salts 1a and 1b was determined by integration of the 1H NMR spectrum.

  2. The percentage ratio of products 3e and 4b was determined by integration of the 1H NMR spectrum.

  3. Overlapping signals for 3e and 4b.

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Authors and Affiliations

  1. Lugansk Taras Shevchenko National University, 2 Oboronnaya St., Lugansk, 91011, Ukraine

    N. M. Tverdokhleb & G. E. Khoroshilov

  2. Scientific-Technological Complex “Institute of Monocrystals”, National Academy of Sciences of Ukraine, 60 Lenina Ave., Kharkiv, 61001, Ukraine

    R. I. Zubatyuk & O. V. Shishkin

Authors
  1. N. M. Tverdokhleb
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  2. G. E. Khoroshilov
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  3. R. I. Zubatyuk
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  4. O. V. Shishkin
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Corresponding author

Correspondence to G. E. Khoroshilov.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 772-777, May, 2013.

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Tverdokhleb, N.M., Khoroshilov, G.E., Zubatyuk, R.I. et al. Bifunctionalization of a mixture of 2-chloro-and 2-bromo-N-ethoxycarbonylmethylpyridinium halides by arylmethylidenemalononitriles in basic medium. Chem Heterocycl Comp 49, 720–725 (2013). https://doi.org/10.1007/s10593-013-1303-4

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  • DOI: https://doi.org/10.1007/s10593-013-1303-4

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