Jump to main content
Jump to site search

Issue 16, 1977
Previous Article Next Article

Cope rearrangements of arylvinylhydroxylamines


Addition of N-arylhydroxamic acids or N-aryl-N-hydroxycarbamates to dimethyl but-2-ynedioate gives N-acyl-N-aryl-O-(1,2-bismethoxycarbonylvinyl)hydroxylamines, which rearrange spontaneously to dimethyl (2-acylaminophenyl)oxalacetates. Addition of O-arylhydroxylamines to dimethyl but-2-ynedioate gives O-aryl-N-(1,2-bismethoxycarbonylvinyl)hydroxylamines, which also rearrange spontaneously and then cyclise to give 3-amino-4-methoxycarbonylcoumarins.

Back to tab navigation

Article type: Paper
DOI: 10.1039/P19770001827
Citation: J. Chem. Soc., Perkin Trans. 1, 1977,0, 1827-1831

  •   Request permissions

    Cope rearrangements of arylvinylhydroxylamines

    T. Sheradsky, E. Nov, S. Segal and A. Frank, J. Chem. Soc., Perkin Trans. 1, 1977, 0, 1827
    DOI: 10.1039/P19770001827

Search articles by author