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Amide and thioamide of cyanoacetic acid in Аd N E type reactions with 2-halopyridinium salts

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Chemistry of Heterocyclic Compounds Aims and scope

A mixture of pyridine-2-thiones and 2-amino-1-cyanoindolizines was obtained by condensation of N-[(alkoxycarbonyl)methyl]- or N-[(aroyl)-methyl]-2-chloro(bromo)pyridinium halides in the presence of 2 equivalents of triethylamine. Furthermore, reacting cyanoacetamide with N-[(alkoxycarbonyl)methyl]-2-chloro(bromo)pyridinium salts afforded a mixture of 2-amino-1-carbamoylindolizine-3-carboxylates and a novel heterocyclic system, 2,4-dioxo-2,3,4,5-tetrahydropyrido[1,2-d][1,4]diazepine-1-carbonitrile.

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References

  1. Kröhnke, F.; Heffe W. Ber. Dtsch. Chem. Ges. 1937, 70, 864.

    Article  Google Scholar 

  2. Pauls, H.; Kröhnke, F. Chem. Ber. 1977, 110, 1294.

    Article  CAS  Google Scholar 

  3. Khoroshilov, G. E.; Demchak, I. V. Visn. Kharkiv. nats. un-tu, Khimiya. 2007, 770, vip. 15(38), 210.

  4. Khoroshilov, G. E.; Tverdokhleb, N. M.; Brovarets, V. S.; Babaev, E. V. Tetrahedron 2013, 69, 4353.

    Article  CAS  Google Scholar 

  5. Jagodziński, T. S. Chem. Rev. 2003, 103, 197.

    Article  Google Scholar 

  6. Khoroshilov, G. Е. Chem. Heterocycl. Compd. 2001, 37, 1141. [Khim. Geterotsikl. Soedin. 2001, 1245.]

    Article  CAS  Google Scholar 

  7. Tverdokhleb, N. M.; Khoroshilov, G. E.; Zubatyuk, R. I.; Shishkin, O. V. Chem. Heterocycl. Compd. 2013, 49, 720. [Khim. Geterotsikl. Soedin. 2013, 772.]

    Article  CAS  Google Scholar 

  8. Babaev, E. V.; Smirnov, G. A.; Rybakov, V. B. Chem. Heterocycl. Compd. 2005, 41, 1071. [Khim. Geterotsikl. Soedin. 2005, 1250.]

    Article  CAS  Google Scholar 

  9. Pauls, H.; Kröhnke, F. Chem. Ber. 1976, 109, 3653.

    Article  CAS  Google Scholar 

  10. Blank, B.; DiTullio, N. W.; Krog, A. J.; Saunders, H. J. J. Chem. 1978, 21, 489.

    CAS  Google Scholar 

Download references

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Authors and Affiliations

  1. Taras Shevchenko Lugansk National University, 1 Gogola Sq., Starobelsk, 92700, Lugansk obl., Ukraine

    Natalya M. Tverdokhleb & Gennadii E. Khoroshilov

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  1. Natalya M. Tverdokhleb
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  2. Gennadii E. Khoroshilov
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Correspondence to Gennadii E. Khoroshilov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(1), 56–59

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Tverdokhleb, N.M., Khoroshilov, G.E. Amide and thioamide of cyanoacetic acid in Аd N E type reactions with 2-halopyridinium salts. Chem Heterocycl Comp 51, 56–59 (2015). https://doi.org/10.1007/s10593-015-1659-8

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  • DOI: https://doi.org/10.1007/s10593-015-1659-8

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