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Synthesis and Alkylation of N-Methylmorpholinium 4-Aryl-3-cyano-5-oxo-1,4,5,6,7,8-hexahydroquinoline-2-selenolates

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Chemistry of Heterocyclic Compounds Aims and scope

A multicomponent reaction of cyanoselenoacetamide with aromatic aldehydes, cyclohexane-1,3-dione, and N-methylmorpholine gave N-methylmorpholinium 4-aryl-3-cyano-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-2-selenolates. Alkylation of the latter occurs under mild conditions with retention of the 1,4-dihydropyridine fragment to give 2-(2-R-methylseleno)-4-aryl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitriles.

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References

  1. V. V. Dotsenko, K. A. Frolov, and S. G. Krivokolysko, Khim. Geterotsikl. Soedin., 705 (2013). [Chem. Heterocycl. Compd., 49, 657 (2013)].

    Google Scholar 

  2. V. P. Litvinov, Usp. Khim., 72, 75 (2003).

    Article  Google Scholar 

  3. V. P. Litvinov, Usp. Khim., 75, 645 (2006).

    Article  Google Scholar 

  4. V. P. Litvinov and V. D. Dyachenko, Usp. Khim., 66, 1025 (1997).

    Article  CAS  Google Scholar 

  5. V. P. Litvinov, Usp Khim., 68, 817 (1999).

    Google Scholar 

  6. V. P. Litvinov, S. G. Krivokolysko, and V. D. Dyachenko, Khim. Geterotsikl. Soedin., 579 (1999). [Chem. Heterocycl. Compd., 35, 509 (1999)].

    Google Scholar 

  7. V. P. Litvinov, Phosphorus, Sulfur Silicon Relat. Elem., 74, 139 (1993).

    Article  CAS  Google Scholar 

  8. V. P. Litvinov, L. A. Rodinovskaya, Yu. A. Sharanin, A. M. Shestopalov, and A. Senning, Sulfur Rep., 13, 1 (1992).

    Article  CAS  Google Scholar 

  9. K. A. Frolov, V. V. Dotsenko, and S. G. Krivokolysko, Khim. Geterotsikl. Soedin., 1668 (2012). [Chem. Heterocycl. Compd., 48, 1555 (2012)].

    Google Scholar 

  10. K. A. Frolov, V. V. Dotsenko, and S. G. Krivokolysko, Khim. Geterotsikl. Soedin., 1992 (2012). [Chem. Heterocycl. Compd., 48, 1868 (2012)].

  11. K. A. Frolov, V. V. Dotsenko, S. G. Krivokolysko, R. I. Zubatyuk, and O. V. Shishkin, Khim. Geterotsikl. Soedin., 507 (2013). [Chem. Heterocycl. Compd., 49, 472 (2013)].

    Google Scholar 

  12. K. A. Frolov, V. V. Dotsenko, and S. G. Krivokolysko, Khim. Geterotsikl. Soedin., 1083 (2012). [Chem. Heterocycl. Compd., 48, 1006 (2012)].

    Google Scholar 

  13. K. A. Frolov, V. V. Dotsenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., 471 (2012). [Chem. Heterocycl. Compd., 48, 442 (2012)].

    Google Scholar 

  14. V. V. Dotsenko, K. A. Frolov, and S. G. Krivokolysko, Khim. Geterotsikl. Soedin., 377 (2013). [Chem. Heterocycl. Compd., 49, 353 (2013)].

    Google Scholar 

  15. Yu. A. Sharanin and V. D. Dyachenko, Ukr. Khim. Zh., 56, 287 (1990).

    CAS  Google Scholar 

  16. V. D. Dyachenko, A. V. Turov, and Yu. A. Sharanin, Ukr. Khim. Zh., 56, 65 (1990).

    CAS  Google Scholar 

  17. Yu. A. Sharanin, V. D. Dyachenko, V. P. Litvinov, and A. V. Turov, Zh. Obshch. Khim., 61, 942 (1991).

    CAS  Google Scholar 

  18. V. P. Litvinov, Yu. A. Sharanin, A. M. Shestopalov, and V. D. Dyachenko, Synlett, 87 (1992).

  19. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Zh. Org. Khim., 34, 927 (1998).

    Google Scholar 

  20. V. D. Dyachenko, S. G. Krivokolysko, and V. P. Litvinov, Khim. Geterotsikl. Soedin., 666 (1997). [Chem. Heterocycl. Compd., 33, 577 (1997)].

    Google Scholar 

  21. V. D. Dyachenko, S. G. Krivokolysko, and Yu. A. Sharanin, Zh. Obshch. Khim., 65, 1042 (1995).

    CAS  Google Scholar 

  22. V. P. Litvinov, Yu. A. Sharanin, M. P. Goncharenko, V. D. Dyachenko, and A. M. Shestopalov, Izv. Akad. Nauk, Ser. Khim., 1888 (1991).

  23. V. D. Dyachenko and Ya. A. Sharanin, Zh. Obshch. Khim., 61, 948 (1991).

    CAS  Google Scholar 

  24. V. P. Litvinov, V. Yu. Mortikov, Yu. A. Sharanin, and A. M. Shestopalov, Synthesis, 98 (1985).

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Authors and Affiliations

  1. “ChemEx” Laboratory, Vladimir Dal’ East Ukrainian National University, 20-A Molodyozhnyi Kv., Lugansk, 91034, Ukraine

    K. A. Frolov, V. V. Dotsenko & S. G. Krivokolysko

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  1. K. A. Frolov
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  2. V. V. Dotsenko
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  3. S. G. Krivokolysko
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Correspondence to V. V. Dotsenko.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1232-1236, August, 2013.

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Frolov, K.A., Dotsenko, V.V. & Krivokolysko, S.G. Synthesis and Alkylation of N-Methylmorpholinium 4-Aryl-3-cyano-5-oxo-1,4,5,6,7,8-hexahydroquinoline-2-selenolates. Chem Heterocycl Comp 49, 1146–1150 (2013). https://doi.org/10.1007/s10593-013-1356-4

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  • DOI: https://doi.org/10.1007/s10593-013-1356-4

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