Reductive formylation of N, N-dimethyl-p-nitrosoaniline by glyoxylic acid. Evidence for a hydroxamic acid intermediate

MD Corbett, BR Corbett

Index: Corbett, Michael D.; Corbett, Bernadette R. Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 466 - 468

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Citation Number: 5

Abstract

We recently reported that nitroso aromatics react rapidly with glyoxylic acid in aqueous solution to produce N-hydroxyformanilides? During an attempt to apply this reaction for the synthesis of a previously unknown and highly reactive hydroxamic acid 2, we found that the final product was actually the corresponding formanilide 3. The direct condensation of glyoxylic acid and N, N-dimethylp-nitrosoaniline (1) to give 3 is not possible, so it was of ...