25221-59-4Relevant academic research and scientific papers
Studies on the Preparation of N-Alkyl-O-phenylhydroxylamines
Sheradsky, Tuvia,Nov, Eliahu
, p. 2781 - 2786 (2007/10/02)
Several possible routes to the title compounds have been investigated.The reaction of N-hydroxycarbamates (1) with diphenyliodonium bromide gave, unexpectedly, N-hydroxy-N-phenylcarbamates (2), while N-methyl-N-hydroxycarbamates (6) gave 2-(N-methyl-N-alkoxycarbonylamino)phenols (7).Mechanistic aspects of the N-arylations and subsequent rearrangements are discussed.The desired N-alkyl-O-phenylhydroxylamines were obtained by the reduction of O-phenyloximes (15) with sodium cyanoborohydride.
