Утверждена программа «Развитие новых методов и технологий органического синтеза» на 2019-2023 гг.





Сведения о результатах деятельности для экспертной оценки ИОС УрО РАН за период с 2014 года по 2018 год

Laboratory of Heterocyclic Compounds

Charushin Valeriy Nikolaevich Head of the Laboratory
Charushin Valeriy Nikolaevich
Phone: +7 (343) 3741189
E-mail: charushin @ ios.uran.ru (адрес набирать без пробелов / no spaces in E-mail)


Chupakhin Oleg Nikolaevich Scientific Supervisor
Chupakhin Oleg Nikolaevich
Phone: +7 (343) 3741189
Электронная почта: chupakhin @ ios.uran.ru (адрес набирать без пробелов)


Main research trends

  • Development of synthesis, functionalization and transformation methods for six-membered nitrogen-containing heterocycles, heterocycle-containing macrocyclic compounds to create biologically active substances and new materials for technical applications.
  • Study of the special processes in azines, forced by nucleophilic attack on unsubstituted carbon atom. The research of substitution reaction of nontraditional leaving groups in azines, i.e. hydrogen atom or heterocycles.
  • Development of synthetic methods for heterocyclic compounds by means of multi-component reactions.
  • Synthesis of molecular receptors.

  • Most important results:

    New original methods for synthesis of functionalized azoloannulated pyridines, pyrimidines, 1,2,4-triazines were developed based on nucleophilic addition, nucleophilic substitution of hydrogen and cine-substitution reactions.


    (Rusinov G.L., Plekhanov P.V., Rusinov V.L., Chupakhin O.N., Aleksandov G.G., Russ. J. Org. Chem., 1998, 290.
    Rusinov G.L., Beresnev D.G., Chupakhin O.N., Russ. J. Org. Chem., 1998, 450.
    Rusinov G.L., Mikhailov V.L., Chupakhin O.N., Russ. Chem. Bull., 1999, 1391.
    Rusinov G.L., Plekhanov P.V., Ponomareva A.U., Chupakhin O.N., Mendeleev Comm., 1999, p. 233.
    Rusinov G.L., Slepukhin P.A., Charushin V.N., Chupakhin O.N., Mendeleev Comm., 2001, p. 78.
    Rusinov G.L., Itsikson N.A., Beresnev D.G., Kodess M.I., Chupakhin O.N., Russ. Chem. Bull., 2001, p.2183
    Rusinov G.L., Itsikson N.A., Beresnev D.G., Koryakova O.V., Chupakhin O.N., Heterocycl. Comm., 2002, pp. 75-78.)

  • A new methodology for formation of condensed heterocycles using tandem reactions AN-AN, AN-SNipso, SNH-SNipso was developed.
    For example:

    (Bartashevich E.V, Plekhanov P.V., Rusinov G.L., Potemkin V.A., Belik A.V., Chupakhin O.N., Russ. Chem. Bull., 1999, p.1391. Beresnev D.G., Rusinov G.L., Chupakhin O.N., Nounhoeffer H., Mendeleev Comm., 2000, pp. 58-59.
    Chupakhin O.N., Rusinov G.L., Beresnev D.G., Charushin V.N. and Neunhoeffer H., J. Heterocycl. Chem., 2001, pp. 901-907.)


  • [4+2]Cycloaddition and heterocycle substitution reactions in the series of 1,2,4,5-tetrazine were studied. New synthetic routes to pyridazine and s-tetrazine derivatives not available by other synthetic procedures were elaborated.

    (Latosh N.I., Rusinov G.L., Ganebnykh I.N., Chupakhin O.N., Russ. J. Org. Chem., 1999, Vol. 35, N9, pp. 1363-1371.
    Rusinov G.L., Ganebnykh I.N., Chupakhin O.N., Russ. J. Org. Chem., 1999, Vol.35, N9, pp. 1350-1354.
    Rusinov G.L., Ishmetova R.I., Latosh N.I., Ganebnykh I.N., Chupakhin O.N., Potemkin V.A., Russ. Chem. Bull., 2000, Vol. 49, N2, pp. 355-362.
    Rusinov G.L., Ishmetova R.I., Ganebnykh I.N., Chupakhin O.N., Aleksandrov G.G., Litvinov I.A., Heterocycl. Commun., 2003, Vol.9, N1, p . 39-44.)

  • Based on direct bond formation between macrocyclic compound and unsubstituted carbon atom of heterocycle a novel method for introducing heterocyclic moieties to macrocyclic compounds (crown-ethers, calixarenes, calixhetarenes) was found.
    For example:

    Chupakhin O.N., Rusinov G.L., Beresnev D.G., Itsikson N.A., Russ. J. Org. Chem., 1999, p.1278.
    Rusinov G.L., Beresnev D.G., Itsikson N.A., Chupakhin O.N., Heterocycles, 2001, pp. 2349-2359.
    Rusinov G.L., Itsikson N.A., Beresnev D.G., Koryakova O.V., Chupakhin O.N.,Heterocycl. Comm., 2002, pp. 75-78.

  • Pre-clinical trials of a new antituberculous agent IOS-41 was successfully performed. The compound is more effective than most of known modern Russian and foreign antituberculous analogs.



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    VIII Международная конференция «Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов»







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