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.