1,3-Dipolar cycloaddition of various 2-substituted 3,5-dinitropyridines and unstabilized N-methyl azomethine ylide has been studied. It was found that, depending on the nature of the substituent, the reaction results in addition of one or two equivalents of 1,3-dipole to the pyridine ring. Eventually, a convenient method for the synthesis of differently substituted heterocyclic systems containing one or two pyrrolidine fragments fused with a pyridine ring has been demonstrated.
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This work was supported by the Russian Foundation for Basic Research (grant No. 17-03-00809-a).
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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(1), 72–77
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Bastrakov, M.A., Fedorenko, A.K., Starosotnikov, A.M. et al. Dearomative (3+2) cycloaddition of 2-substituted 3,5-dinitropyridines and N-methyl azomethine ylide. Chem Heterocycl Comp 55, 72–77 (2019). https://doi.org/10.1007/s10593-019-02421-9
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DOI: https://doi.org/10.1007/s10593-019-02421-9