1095280-65-1Relevant 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
supporting information, 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.
Rearrangement of differentially protected N-arylhydroxylamines
Porzelle, Achim,Woodrow, Michael D.,Tomkinson, Nicholas C. O.
experimental part, p. 5135 - 5143 (2009/06/17)
The rearrangement of a series of N,O-difunctionalised N-arylhydroxylamines to generate protected 2-aminophenols has been investigated. N-Boc-N-Aryl-O- acylhydroxylamines are stable, isolable compounds which rearrange smoothly at temperatures between 110 and 140°C. The corresponding N-Boc-N-aryl-O- sulfonylhydroxylamines were not isolated and rearrange to 1,2-difunctionalised aminophenols at room temperature in excellent yield. Deprotection of either the N- or O-substituents under standard conditions allows for further synthetic manipulation of either the aniline or phenol functionality. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
