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

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

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 unpr...

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Veröffentlicht in:Organic letters 2017-04, Vol.19 (8), p.2194-2196
Hauptverfasser: Nakamura, Itaru, Owada, Mao, Jo, Takeru, Terada, Masahiro
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b00700