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Multicomponent Syntheses of Cycloalka[b]pyridines and Chromenes

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Abstract

New cycloalka[b]pyridine and chromene derivatives were synthesized by multicomponent con­densa­tions. The structure of some of the synthesized compounds was determined by X-ray analysis.

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REFERENCES

  1. Starosila, S.A., Protopopov, M.V., Dyachenko, І.V., Balanda, A.O., Dyachenko, V.D., and Yarmolyuk, S.M., Ukr. Bioorg. Acta, 2013, p. 32.

  2. Fugel, W., Oberholser, A.E., Gschloessl, B., Dzikow­ski, R., Presaburger, N., Preu, L., Pearl, L.H., Baratte, B., Ratin, M., Okun, I., Doerig, Ch., Kruggel, S., Lemcke, T., Meijer, L., and Kunick, C., J. Med. Chem., 2013, vol. 56, p. 264. https://doi.org/10.1021/jm301575n

    Article  CAS  PubMed  Google Scholar 

  3. Eurtivong, C., Semenov, V., Semenova, M., Konyush­kin, L., Atamanenko, O., Reynisson, J., and Kise­lyov, A., Bioorg. Med. Chem., 2017, vol. 25, p. 658. https://doi.org/10.1016/j.bmc.2016.11.041

    Article  CAS  PubMed  Google Scholar 

  4. Smirnova, T.A., Gavrilov, M.Yu., Vasilyuk, M.V., Zaks, A.S., and Kon’shin, M.E., RU Patent no. 2154061, 1999; Ref. Zh., Khim., 2000, no. 00.22-19O.63P.

  5. Stoltefuβ, J., Löger, S.M., Schmidt, G., Brandes, A., Schmeck, C., Bremm, K.-D., Bischoff, H., and Schmidt, D., FRG Patent Appl. no. 19741051 A1, 1999; Ref. Zh., Khim., 2000, no. 00.22-04O.73P.

  6. Nesaragi, A.R., Kamble, R.R., Hoolageri, S.R., Mavaz­zan, A., Madar, S.F., Anand, A., and Joshi, S.D., Appl. Organomet. Chem., 2022, vol. 36, no. 1, article ID e6469. https://doi.org/10.1002/aoc.6469

  7. Nakhi, A., Rahman, M.S., Archana, S., Kishore, R., Seerapu, G.P.K., Kumar, K.L., Halofar, D., and Pal, M., Bioorg. Med. Chem. Lett., 2013, vol. 23, p. 4195. https://doi.org/10.1016/j.bmcl.2013.05.014

    Article  CAS  PubMed  Google Scholar 

  8. Erichsen, M.N., Huynh, T.H., Abrahamsen, B., Bast­lund, J.F., Bundgaard, C., Monrad, O., BekkerJensen, A., Nielsen, C.W., Frydenvang, K., Jensen, A.A., and Bunch, L., J. Med. Chem., 2010, vol. 53, p. 7180. https://doi.org/10.1021/jm1009154

    Article  CAS  PubMed  Google Scholar 

  9. Dyachenko, I.V., Dyachenko, V.D., Dorovatovskii, P.V., Khrustalev, V.N., and Nenajdenko, V.G., Chem. Heterocycl. Compd., 2019, vol. 55, p. 839. https://doi.org/10.1007/s10593-019-02546-x

    Article  CAS  Google Scholar 

  10. Dyachenko, V.D., Ukr. Khim. Zh., 2006, vol. 72, p. 116.

    CAS  Google Scholar 

  11. Dyachenko, V.D. and Chernega, A.N., Chem. Heterocycl. Compd., 2005, vol. 41, p. 890. https://doi.org/10.1007/s10593-005-0244-y

    Article  CAS  Google Scholar 

  12. Dyachenko, V.D. and Dyachenko, A.D., Russ. J. Org. Chem., 2007, vol. 43, p. 280. https://doi.org/10.1134/S1070428007020212

    Article  CAS  Google Scholar 

  13. Dyachenko, I.V., Kalashnik, I.N., Dyachenko, V.D., Dorovatovskii, P.V., Khrustalev, V.N., and Nenajden­ko, V.G., Russ. J. Org. Chem., 2019, vol. 55, p. 1177. https://doi.org/10.1134/S1070428019080177

    Article  CAS  Google Scholar 

  14. Dyachenko, I.V., Dyachenko, V.D., Dorovatovskii, P.V., Khrustalev, V.N., and Nenajdenko, V.G., Russ. J. Org. Chem., 2019, vol. 55, p. 215. https://doi.org/10.1134/S1070428019020131

    Article  CAS  Google Scholar 

  15. Dyachenko, V.D., Russ. J. Gen. Chem., 2006, vol. 76, p. 282. https://doi.org/10.1134/S1070363206020216

    Article  CAS  Google Scholar 

  16. Stork, G., Brizzolara, A., Landesman, H., Szmuszko­vicz, J., and Terrell, R., J. Am. Chem. Soc., 1963, vol. 85, p. 207. https://doi.org/10.1021/ja00885a021

    Article  CAS  Google Scholar 

  17. Rappoport, Z. and Ladkani, D., J. Chem. Soc., Perkin Trans. 1, 1974, no. 22, p. 2595. https://doi.org/10.1039/P19740002595

    Article  Google Scholar 

  18. Dyachenko, V.D., Dyachenko, A.D., and Cherne­ga, A.N., Russ. J. Org. Chem., 2004, vol. 40, p. 397. https://doi.org/10.1023/B:RUJO.0000034978.81993.bd

    Article  CAS  Google Scholar 

  19. Dyachenko, V.D., Krivokolysko, S.G., and Litvi­nov, V.P., Mendeleev Commun., 1998, vol. 8, no. 1, p. 23. https://doi.org/10.1070/MC1998v008n01ABEH000816

    Article  Google Scholar 

  20. Dyachenko, I.V., Ramazanova, E.Yu., and Dyachen­ko, V.D., Russ. J. Org. Chem., 2014, vol. 50, p. 1821. https://doi.org/10.1134/S1070428014120185

    Article  CAS  Google Scholar 

  21. Bruker, SAINT, Bruker AXS, Madison, WI, 2013.

  22. 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 

  23. 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 

  24. Evans, P., Acta Crystallogr., Sect. D, 2006, vol. 62, p. 72. https://doi.org/10.1107/s0907444905036693

    Article  Google Scholar 

  25. Sheldrick, G.M., Acta Crystallogr., Sect. C, 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053229614024218

    Article  CAS  Google Scholar 

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Funding

This study was financially supported by the Ministry of Science and Higher Education of the Russian Federation [project no. 075-03-2020-223 (FSSF-2020-0017)].

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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, 117198, Moscow, Russia

    V. N. Khrustalev

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

    V. N. Khrustalev

  5. Faculty of Chemistry, Moscow State University, 119991, Moscow, Russia

    V. G. Nenajdenko

Authors
  1. I. V. Dyachenko
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  2. V. D. Dyachenko
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  3. P. V. Dorovatovskii
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  4. V. N. Khrustalev
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  5. V. G. Nenajdenko
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Corresponding author

Correspondence to V. G. Nenajdenko.

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The authors declare the absence of conflict of interest.

Additional information

Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 7, pp. 920–934 https://doi.org/10.31857/S0514749223070066.

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Dyachenko, I.V., Dyachenko, V.D., Dorovatovskii, P.V. et al. Multicomponent Syntheses of Cycloalka[b]pyridines and Chromenes. Russ J Org Chem 59, 1158–1170 (2023). https://doi.org/10.1134/S1070428023070060

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