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

14 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

Access to Document

10.1021/acs.orglett.7b00700

Fingerprint Dive into the research topics of 'Concerted [1,3]-Rearrangement in Cationic Cobalt-Catalyzed Reaction of O-(Alkoxycarbonyl)-N-arylhydroxylamines'. Together they form a unique fingerprint.

Cite this

@article{93888d492d4c4b12917f9d359f06d548,

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

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",

year = "2017",

month = apr,

day = "21",

doi = "10.1021/acs.orglett.7b00700",

language = "English",

volume = "19",

pages = "2194--2196",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - Concerted [1,3]-Rearrangement in Cationic Cobalt-Catalyzed Reaction of O-(Alkoxycarbonyl)-N-arylhydroxylamines

AU - Nakamura, Itaru

AU - Owada, Mao

AU - Jo, Takeru

AU - Terada, Masahiro

PY - 2017/4/21

Y1 - 2017/4/21

N2 - 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.

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.

UR - http://www.scopus.com/inward/record.url?scp=85018487696&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85018487696&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.7b00700

DO - 10.1021/acs.orglett.7b00700

M3 - Article

C2 - 28368604

AN - SCOPUS:85018487696

VL - 19

SP - 2194

EP - 2196

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 8

ER -