When 4,4-dimethyl-1-(2-nitrophenyl)pyrazolidin-3-one 9 is heated in pyridine containing pyridine hydrochloride it is transformed into 4,4-dimethyl-1-phenylpyrazolidin-3,5-dione 10 in which the methylene group has been oxidised and the nitro group has disappeared; two further examples of the same reaction, of pyrazolidinones 4 and 7, are reported together with a mechanistic rationalisation of this curious reaction.
A new redox-denitration reaction of aromatic nitro compounds
C. W. Rees and S. C. Tsoi, Chem. Commun., 2000, 415 DOI: 10.1039/A910290F
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