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Concerted [1,3]-Rearrangement in Cationic Cobalt-Catalyzed Reaction of O-(Alkoxycarbonyl)-N-arylhydroxylamines

Author:
Nakamura, Itaru, Owada, Mao, Jo, Takeru, Terada, Masahiro
Source:
Organic letters 2017 v.19 no.8 pp. 2194-2196
ISSN:
1523-7052
Subject:
aminophenols, aniline, catalysts, chemical reactions, cobalt, moieties, nitrogen, stable isotopes
Abstract:
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.
Agid:
5793990