A study of the reaction of hydroxylamines with a variety of acetylenes has been carried out. Methylhydroxylamine readily reacts with methyl propiolate to give methyl 4-carbomethoxy-2- methyl-4-isoxazolidine-3-acetate. Further heating of this material results in the formation of N- methyl-2, 4-dicarbomethoxypyrrole by a mechanism which involves homolysis of the 0-N linkage. The transient aziridine which is suggested to be formed reacts further to give the ...
