Skip to main content
SpringerLink
Log in

Alkylation of Malononitrile and its Dimer with α-Bromketones

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

The alkylation of malononitrile and its dimer with α-bromoketones was studied. Substituted furans and pyrroles were synthesized. Their molecular and crystal structures were studied by XRD.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme
Scheme
Scheme
Fig. 1.
Fig. 2.
Fig. 3.
Fig. 4.

Similar content being viewed by others

REFERENCES

  1. Hassan, E.A. and Elmaghraby, A.W., Int. J. Innovat. Sci. Res., 2015, vol. 16, p. 11.

    Google Scholar 

  2. Shaabani, A. and Hooshmand, S.E., Mol. Diversity, 2018, vol. 22, p. 207. https://doi.org/10.1007/s11030-017-9807-y

    Article  CAS  Google Scholar 

  3. Fleming, F.F. and Shook, B.C., Tetrahedron, 2002, vol. 58, p. 1. https://doi.org/10.1016/s0040-4020(01)011

    Article  CAS  Google Scholar 

  4. Dotsenko, V.V., Krivokolysko, S.G., and Semenova, A.M., Chem. Heterocycl. Compd., 2018, vol. 54, p. 989. https://doi.org/10.1007/s10593-018-2383-y

    Article  CAS  Google Scholar 

  5. Dyachenko, V.D. and Pavlova, A.N., Russ. J. Org. Chem., 2015, vol. 51, p. 1693. https://doi.org/10.1134/s1070428015120040

    Article  CAS  Google Scholar 

  6. Dyachenko, V.D., Toropov, A.N., and Rusanov, E.B., Chem. Heterocycl. Compd., 2015, vol. 51, p. 31. https://doi.org/10.1007/s10593-015-1655-z

    Article  CAS  Google Scholar 

  7. Dyachenko, I.V., Dyachenko, V.D., Dorovatovskii, P.V., Khrustalev, V.N., Torocheshnikov, V.N., and Nenajdenko, V.G., Russ. J. Org. Chem., 2018, vol. 54, p. 1785. https://doi.org/10.1134/s1070428018120072

    Article  CAS  Google Scholar 

  8. Dyachenko, V.D. and Chernega, A.N., Russ. J. Org. Chem., 2006, vol. 42, p. 945. https://doi.org/10.1134/s1070428006070013

    Article  CAS  Google Scholar 

  9. Dyachenko, V.D., Chem. Heterocycl. Compd., 2005, vol. 41, p. 1147. https://doi.org/10.1007/s10593-005-0294-1

    Article  CAS  Google Scholar 

  10. Nenajdenko, V.G., Russ. Chem. Rev., 2020, vol. 89, p. 1274. https://doi.org/10.1070/RCR5010

    Article  CAS  Google Scholar 

  11. Antipin, I.S., Kazymova, M.A., Kuznetsov, M.A., Vasilyev, A.V., Ishchenko, M.A., Kiryushkin, A.A., Kuznetsova, L.M., Makarenko, S.V., Ostrovskii, V.A., Petrov, M.L., Solod, O.V., Trishin, Yu.G., Yakovlev, I.P., Nenaidenko, V.G., Beloglazkina, E.K., Beletskaya, I.P., Ustynyuk, Yu.A., Solov’ev, P.A., Ivanov, I.V., Malina, E.V., Sivova, N.V., Negrebetskii, V.V., Baukov, Yu.I., Pozharskaya, N.A., Traven’, V.F., Shchekotikhin, A.E., Varlamov, A.V., Borisova, T.N., Lesina, Yu.A., Krasnokutskaya, E.A., Rogozhnikov, S.I., Shurov, S.N., Kustova, T.P., Klyuev, M.V., Khelevina, O.G., Stuzhin, P.A., Fedorov, A.Yu., Gushchin, A.V., Dodonov, V.A., Kolobov, A.V., Plakhtinskii, V.V., Orlov, V.Yu., Kriven’ko, A.P., Fedotova, O.V., Pchelintseva, N.V., Charushin, V.N., Chupakhin, O.N., Klimochkin, Yu.N., Klimochkina, A.Yu., Kuryatnikov, V.N., Malinovskaya, Yu.A., Levina, A.S., Zhuravlev, O.E., Voronchikhina, L.I., Fisyuk, A.S., Aksenov, A.V., Aksenov, N.A., and Aksenova, I.V., Russ. J. Org. Chem., 2017, vol. 53, p. 1275. https://doi.org/10.1134/S1070428017090019

    Article  Google Scholar 

  12. Konovalov, A.I., Antipin, I.S., Burilov, V.A., Madzhidov, T.I., Kurbangalieva, A.R., Nemtarev, A.V., Solovieva, S.E., Stoikov, I.I., Mamedov, V.A., Zakharova, L.Ya., Gavrilova, E.L., Sinyashin, O.G., Balova, I.A., Vasilyev, A.V., Zenkevich, I.G., Krasavin, M.Yu., Kuznetsov, M.A., Molchanov, A.P., Novikov, M.S., Nikolaev, V.A., Rodina, L.L., Khlebnikov, A.F., Beletskaya, I.P., Vatsadze, S.Z., Gromov, S.P., Zyk, N.V., Lebedev, A.T., Lemenovskii, D.A., Petrosyan, V.S., Nenaidenko, V.G., Negrebetskii, V.V., Baukov, Yu.I., Shmigol’, T.A., Korlyukov, A.A., Tikhomirov, A.S., Shchekotikhin, A.E., Traven’, V.F., Voskresenskii, L.G., Zubkov, F.I., Golubchikov, O.A., Semeikin, A.S., Berezin, D.B., Stuzhin, P.A., Filimonov, V.D., Krasnokutskaya, E.A., Fedorov, A.Yu., Nyuchev, A.V., Orlov, V.Yu., Begunov, R.S., Rusakov, A.I., Kolobov, A.V., Kofanov, E.R., Fedotova, O.V., Egorova, A.Yu., Charushin, V.N., Chupakhin, O.N., Klimochkin, Yu.N., Osyanin, V.A., Reznikov, A.N., Fisyuk, A.S., Sagitullina, G.P., Aksenov, A.V., Aksenov, N.A., Grachev, M.K., Maslennikova, V.I., Koroteev, M.P., Brel’, A.K., Lisina, S.V., Medvedeva, S.M., Shikhaliev, Kh.S., Suboch, G.A., Tovbis, M.S., Mironovich, L.M., Ivanov, S.M., Kurbatov, S.V., Kletskii, M.E., Burov, O.N., Kobrakov, K.I., and Kuznetsov, D.N., Russ. J. Org. Chem., 2018, vol. 54, p. 157. https://doi.org/10.1134/S107042801802001X

    Article  CAS  Google Scholar 

  13. Bruker, SAINT, Bruker AXS Inc., Madison, WI, 2013.

  14. Krause, L., Herbst-Irmer, R., Sheldrick, G.M., and Stalke, D., J. Appl. Crystallogr., 2015, vol. 48, p. 3. https://doi.org/10.1107/S1600576714022985

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  15. Battye, T.G.G., Kontogiannis, L., Johnson, O., Powell, H.R., and Leslie, A.G.W., Acta Crystallogr., Sect. D, 2011, vol. 67, p. 271. https://doi.org/10.1107/S0907444910048675

    Article  CAS  Google Scholar 

  16. Evans, P.R., Acta Crystallogr., Sect. D, 2006, vol. 62, p. 72. https://doi.org/10.1107/S0907444905036693

    Article  CAS  Google Scholar 

  17. Sheldrick, G.M., Acta Crystallogr., Sect. C, 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053229614022985

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Lugansk State Pedagogical University, 91011, Lugansk, Ukraine

    I. V. Dyachenko & V. D. Dyachenko

  2. Kurchatov Institute National Research Center, 123182, Moscow, Russia

    P. V. Dorovatovskii

  3. Peoples’ Friendship University of Russia (RUDN University), 117198, Moscow, Russia

    V. N. Khrustalev

  4. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia

    V. N. Khrustalev

  5. Lomonosov Moscow State University, 119991, Moscow, Russia

    V. G. Nenajdenko

Authors
  1. I. V. Dyachenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. D. Dyachenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. P. V. Dorovatovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. N. Khrustalev
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. G. Nenajdenko
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to V. G. Nenajdenko.

Ethics declarations

The authors declare no conflict of interest.

Additional information

Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 5, pp. 459–468 https://doi.org/10.31857/S0514749222050020.

Supplementary information

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Dyachenko, I.V., Dyachenko, V.D., Dorovatovskii, P.V. et al. Alkylation of Malononitrile and its Dimer with α-Bromketones. Russ J Org Chem 58, 648–656 (2022). https://doi.org/10.1134/S1070428022050025

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428022050025

Keywords:

Search

Navigation