Abstract
A new method of generation of nitrile oxides through interaction of N2O4 with salts of substituted dinitromethanes (1) has been worked out. It has been shown by1H,13C,14N NMR spectroscopy that this reaction proceeds via dinitronitrosomethyl intermediates (one of these has been isolated), and that the reaction is feasible only for substituents capable of conjugation with the nitrile oxide fragment. On the basis of cyclodimerization of the obtained nitrile oxides, preparative methods of synthesis of symmetrically substituted furoxans have been developed.
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Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 147–151, January, 1993.
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Makhova, N.N., Ovchinnikov, I.V., Dubonos, V.G. et al. New methods of preparation of nitrile oxides and the corresponding disubstituted furoxans by interaction of N2O4 with salts of substituted dinitromethanes. Russ Chem Bull 42, 131–136 (1993). https://doi.org/10.1007/BF00699994
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DOI: https://doi.org/10.1007/BF00699994