N-arylhydroxamic acids: reaction of nitroso aromatics with. alpha.-oxo acids

Y Sakamoto, T Yoshioka…

Index: Sakamoto, Yasuko; Yoshioka, Tadao; Uematsu, Takayoshi Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4449 - 4453

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Citation Number: 14

Abstract

N-(4-biphenylyl) acetohydroxamic acid (12b) and N-(2-fluorenyl) acetohydroxamic acid (13b), could be easily prepared. Under both conditions, the order of koW for the reactions of nitrosobenzene (2) with a-oxo acids la-d was glyoxylic (la)> pyruvic (lb) 2 2-oxobutyric (IC)> benzoylformic (la) acid. For the reactions of substituted nitrosobenzenes 3-6 with pyruvic acid (lb), the order of kom was p-phenyl (6)> unsubstituted (2)> p-chloro (5)> m-chloro (4) ...