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α-nitroacrylates in reactions with malonic and acetylaminomalonic esters

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Abstract

Reactions of α-nitroacrylates of aromatic series with malonic and acetylaminomalonic esters proceed in the presence of sodium alcoholates and lead to the formation in high yields of Michael adducts, precursors of modified analogs of γ-aminobutyric and glutamic acids.

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References

  1. Baichurina, L.V., Baichurin, R.I., Aboskalova, N.I., Berkova, G.A., and Berestovitskaya, V.M., Russ. J. Org. Chem., 2008, vol. 44, p. 931.

    Article  CAS  Google Scholar 

  2. Baichurina, L.V., Baichurin, R.I., Aboskalova, N.I., and Berestovitskaya, V.M., Russ. J. Gen. Chem., 2010, vol. 80, p. 2022.

    Article  CAS  Google Scholar 

  3. Baichurina, L.V., Aboskalova, N.I., Trukhin, E.V., and Berestovitskaya, V.M., Russ. J. Gen. Chem., 2011, vol. 81, p. 586.

    Article  CAS  Google Scholar 

  4. Baichurina, L.V., Baichurin, R.I., Aboskalova, N.I., Zobacheva, M.M., and Berestovitskaya, V.M., Russ. J. Org. Chem., 2012, vol. 48, p. 1005.

    Article  CAS  Google Scholar 

  5. Berestovitskaya, V.M., Baichurin, R.I., Baichurina, L.V., Fel’gendler, A.V., and Aboskalova, N.I., Russ. J. Org. Chem., 2013, vol. 83, p. 1755.

    Article  CAS  Google Scholar 

  6. Baichurin, R.I., Baichurina, L.V., Aboskalova, N.I., Berkova, G.A., and Berestovitskaya, V.M., Russ. J. Gen. Chem., 2013, vol. 83, p. 1787.

    Article  CAS  Google Scholar 

  7. Dornow, A., and Menzel, H., Lieb. Ann., 1954, vol. 588, p. 40.

    Article  CAS  Google Scholar 

  8. Rodríguez, R., Viñets, I., Diez, A., Rubiralta, M., and Giralt, E., Synth. Commun., 1996, vol. 26, p. 3029.

    Article  Google Scholar 

  9. Becker, H. Einführung in die Elektronentheorie organisch-chemischer Reaktionen. 2, durchgesehene Auflage, Berlin: VEB Deutscher Verlag der Wissenschaften, 1964. Translated under the title Vvedenie v e lektronyu teoriu organicheskikh reaktsii, Moscow: Mir, 1965.

    Google Scholar 

  10. http://www.chemicalbook.com/ProductMSDSDetailCB3491359_EN.htm .

  11. Fel’gendler, A.V., Aboskalova, N.I., and Berestovitskaya, V.M., Zh. Obshch. Khim., 2000, vol. 70, p. 1087.

    Google Scholar 

  12. Berestovitskaya, V.M., Vasil’eva, O.S., Ostroglyadov, E.S., Tyurenkov, I.N., Anan’ev, I.V., Lyssenko, K.A., Perfilova, V.N., and Bagmetova, V.V., Russ. Chem. Bull., 2013, vol. 62, p. 2401.

    Article  CAS  Google Scholar 

  13. Balcar, V.J., and Johnston, G.A.R., J. Neurochem., 1972, vol. 19, p. 2657.

    Article  CAS  Google Scholar 

  14. James, V.A., Walker, R.J., and Wheal, H.V., Brit. J. Pharm., 1980, vol. 68, p. 711.

    Article  CAS  Google Scholar 

  15. Mandelshtam, Yu.E., Anisimova, N.A., Vovk, T.V., Deiko, L.I., Ivlev, S.V., Lapshina, I.B., Perekalin, V.V., Zh. Evol. Biokh. Physiol., 1991, vol. 27, p. 621.

    CAS  Google Scholar 

  16. Berestovitskaya, V.M., Vasil’eva, O.S., and Ostroglyadov, E.S., 2-Pirollidon i ego proisvodnye (2-Pirrolodone and Its Derivatives), St. Petersburg: Asterion, 2013.

    Google Scholar 

  17. Mashkovskii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2012.

    Google Scholar 

  18. Registr lekarstvennykh sredstv Rossii. Entsiklopediya lekarstv (Register of Russian Medicines. Encyclopedia of Drugs), Moscow: Izd. RLS-MEDIA, 2009. http://www.rlsnet.ru/ .

  19. Baichurin, R.I., Baichurina, L.V., Aboskalova, N.I., and Berestovitskaya, V.M., Russ. J. Org. Chem., 2013, vol. 83, p. 1764.

    Article  CAS  Google Scholar 

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Correspondence to R. I. Baichurin.

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Original Russian Text © R.I. Baichurin, L.V. Baichurina, N.I. Aboskalova, A.V. Fel’gendler, V.M. Berestovitskaya, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 8, pp. 1126–1130.

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Baichurin, R.I., Baichurina, L.V., Aboskalova, N.I. et al. α-nitroacrylates in reactions with malonic and acetylaminomalonic esters. Russ J Org Chem 50, 1107–1111 (2014). https://doi.org/10.1134/S1070428014080065

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  • DOI: https://doi.org/10.1134/S1070428014080065

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