Abstract
The polarographic reduction of 2-halo-5-nitrofurans in dimethylformamide, which leads ultimately to replacement of the halogen by hydrogen to give a nitrofuran, was studied. The ESR spectra of halonitrofuran anion radicals (Hal=Cl, Br) were recorded. Only the spectrum of the nitrofuran anion radical can be observed in the reduction of 2-I-5-nitrofuran. It is shown that the stabilities of the anion radicals of the halonitrofurans and the mechanism of their subsequent transformations depend to a considerable degree on the nature of the halogen.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 23–26, January, 1977.
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Sosonkin, I.M., Strogov, G.N., Novikov, V.N. et al. Mechanism of halogen substitution in the electrochemical reduction of halonitrofurans in dimet hylformamide. Chem Heterocycl Compd 13, 18–21 (1977). https://doi.org/10.1007/BF00479860
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DOI: https://doi.org/10.1007/BF00479860