New methods of preparation of nitrile oxides and the corresponding disubstituted furoxans by interaction of N2O4 with salts of substituted dinitromethanes

…, VG Dubonos, YA Strelenko, LI Khmel'nitsky

Index: Makhova, N. N.; Ovchinnikov, I. V.; Dubonos, V. G.; Strelenko, Yu. A.; Khmel'nitsky, L. I. Russian Chemical Bulletin, 1993 , vol. 42, # 1 p. 131 - 136 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 1 p. 147 - 151

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Citation Number: 4

Abstract

Abstract A new method of generation of nitrile oxides through interaction of N 2 O 4 with salts of substituted dinitromethanes (1) has been worked out. It has been shown by 1 H, 13 C, 14 N 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 ...