73159-49-6Relevant academic research and scientific papers
Cationic cobalt-catalyzed [1,3]-rearrangement of N-alkoxycarbonyloxyanilines
Nakamura, Itaru,Owada, Mao,Jo, Takeru,Terada, Masahiro
, p. 1972 - 1979 (2018/08/21)
A cationic cobalt catalyst efficiently promoted the reaction of N-alkoxycarbonyloxyanilines at 30 °C, affording the corresponding ortho-aminophenols in good to high yields. As reported previously, our mechanistic studies including oxygen-18 labelling expe
Concerted [1,3]-Rearrangement in Cationic Cobalt-Catalyzed Reaction of O-(Alkoxycarbonyl)-N-arylhydroxylamines
Nakamura, Itaru,Owada, Mao,Jo, Takeru,Terada, Masahiro
, p. 2194 - 2196 (2017/04/27)
O-(Alkoxycarbonyl)-N-arylhydroxylamines were efficiently converted to 2-aminophenol derivatives by cationic cobalt catalysts at 30 °C. The results of 18O-labeling experiments suggested that rearrangement of the alkoxycarbonyl group from the aniline nitrogen to the ortho position proceeded in an unprecedented [1,3] manner.
Radical Pair Mechanism in the Aromatic Rearrangement of O-Alkylsulfinyl-N-phenylhydroxylamines
Heesing, Albert,Kleine Homann, Walter,Muellers, Wolfgang
, p. 152 - 164 (2007/10/02)
O-Alkylsulfinyl-N-benzoyl-N-phenylhydroxylamines (3) rearrange at -70 degC to give sulfonamides 4, o-sulfones 5, p-sulfones 6, and o-sulfonates 7.These reactions proceed intramolecularly via the radical pair 13 by -, - and -shifts in both radicals as proved both by experiments with 18O-indicated N-benzoyl-N-phenylhydroxylamine (1) and by strong 13C-CIDNP effects.The third oxygen in the o-sulfonate 7 is donated by a second molecule of the educt 1.
