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

Itaru Nakamura; Mao Owada; Takeru Jo; Masahiro Terada

doi:10.1021/acs.orglett.7b00700

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

Itaru Nakamura, Mao Owada, Takeru Jo, Masahiro Terada

Research output: Contribution to journal › Article › peer-review

19 Citations (Scopus)

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.

Original language	English
Pages (from-to)	2194-2196
Number of pages	3
Journal	Organic letters
Volume	19
Issue number	8
DOIs	https://doi.org/10.1021/acs.orglett.7b00700
Publication status	Published - 2017 Apr 21

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.7b00700

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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.",

author = "Itaru Nakamura and Mao Owada and Takeru Jo and Masahiro Terada",

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AU - Jo, Takeru

AU - Terada, Masahiro

PY - 2017/4/21

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AB - 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.

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

Abstract

ASJC Scopus subject areas

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