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Transformations of cotarnine chloride by the action of silver acetylides and alkynes

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Chemistry of Heterocyclic Compounds Aims and scope

Three-component reactions of cotarnine chloride with silver acetylides and methyl propiolate or ethynyl methyl ketone in acetonitrile, as well as two-component reactions of 5-phenylethynyl-substituted tetrahydro[1,3]dioxolo[4,5-g]isoquinoline with alkynes in various solvents were studied. Performing them in 2,2,2-trifluoroethanol as the solvent, 10-phenylethynyl-substituted tetrahydro[1,3]dioxolo[4,5-i]-[3]benzazocines were obtained in good yields.

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References

  1. Verin, S. V.; Tosunyan, D. É.; Zakharov, P. I.; Shevtsov, V. K.; Kuznetsov, E. V. Chem. Heterocycl. Compd. 1990, 26, 980. [Khim. Geterotsikl. Soedin. 1990, 1177.]

  2. Baberkina, E. P.; Buyanov, V. N.; Zhukova, M. E.; Shchekotikhin, A. E.; Zhigachev, V. E.; Suvorov, N. N. Chem. Heterocycl. Compd. 2001, 37, 1234. [Khim. Geterotsikl. Soedin. 2001, 1350.]

  3. Taylor, A. M.; Schreiber, S. L. Org. Lett. 2006, 8, 143.

    Article  CAS  Google Scholar 

  4. Surikova, O. V.; Zachinyaeva, A. V.; Mikhailovskii, A. G.; Zachinyaev, Ya. V. Chem. Heterocycl. Compd. 2011, 46, 1471. [Khim. Geterotsikl. Soedin. 2010, 1821.]

  5. Zubkov, F. I.; Ershova, J. D.; Orlova, A. A.; Zaytsev, V. P.; Nikitina, E. V.; Peregudov, A. S.; Gurbanov, A. V.; Borisov, R. S.; Khrustalev, V. N.; Maharramov, A. M.; Varlamov, A. V. Tetrahedron 2009, 65, 3789.

    Article  CAS  Google Scholar 

  6. Ukhin, L. Yu.; Suponitskii, K. Yu.; Kartsev, V. G. Chem. Nat. Compd. 2003, 39, 482. [Khim. Prirod. Soedin. 2003, 395.]

  7. Ukhin, L. Yu.; Gol'ding, I. R.; Kartsev, V. G. Chem. Nat. Compd. 2004, 40, 156. [Khim. Prirod. Soedin. 2004, 133.]

  8. Kartsev, V. G.; Zubenko, A. A.; Morkovnik, A. S.; Divaeva, L. N. Tetrahedron Lett. 2015, 56, 6988.

    Article  CAS  Google Scholar 

  9. Borisov, R. S.; Voskressensky, L. G.; Polyakov, A. I.; Borisova, T. N.; Varlamov, A. V. Synlett 2014, 25, 955.

    Article  CAS  Google Scholar 

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This work was supported by the Russian Foundation for Basic Research (grant 15-33-20187) and Ministry of Education and Science of the Russian Federation (project № 2042).

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Correspondence to Leonid G. Voskressensky.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(5), 316–321

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Voskressensky, L.G., Titov, A.A., Samavati, R. et al. Transformations of cotarnine chloride by the action of silver acetylides and alkynes. Chem Heterocycl Comp 52, 316–321 (2016). https://doi.org/10.1007/s10593-016-1884-9

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  • DOI: https://doi.org/10.1007/s10593-016-1884-9

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