Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminophenols with Isonitriles: 2-Aminophenol Enabled O2 Activation by Cobalt(II)

Jiaqi Liu; Jessica M. Hoover

doi:10.1021/acs.orglett.9b01384

Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminophenols with Isonitriles: 2-Aminophenol Enabled O₂ Activation by Cobalt(II)

Jiaqi Liu
, Jessica M. Hoover

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

36 Scopus citations

Abstract

An aerobic cobalt-catalyzed oxidative cyclization of 2-aminophenols and isonitriles is reported. These additive-free conditions furnish a variety of substituted 2-aminobenzoxazoles in moderate to excellent yields. A series of control experiments and spectroscopic studies point to the importance of 2-aminophenol coordination in enabling the aerobic oxidation of cobalt(II).

Original language	English (US)
Pages (from-to)	4510-4514
Number of pages	5
Journal	Organic Letters
Volume	21
Issue number	12
DOIs	https://doi.org/10.1021/acs.orglett.9b01384
State	Published - Jun 21 2019
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2019 American Chemical Society.

Publisher link

10.1021/acs.orglett.9b01384

Find It

Find It at U of M Libraries

Cite this

@article{d8b16ec526f64480a2232d5737a81b66,

title = "Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminophenols with Isonitriles: 2-Aminophenol Enabled O2 Activation by Cobalt(II)",

abstract = "An aerobic cobalt-catalyzed oxidative cyclization of 2-aminophenols and isonitriles is reported. These additive-free conditions furnish a variety of substituted 2-aminobenzoxazoles in moderate to excellent yields. A series of control experiments and spectroscopic studies point to the importance of 2-aminophenol coordination in enabling the aerobic oxidation of cobalt(II).",

author = "Jiaqi Liu and Hoover, \{Jessica M.\}",

note = "Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",

year = "2019",

month = jun,

day = "21",

doi = "10.1021/acs.orglett.9b01384",

language = "English (US)",

volume = "21",

pages = "4510--4514",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "12",

}

TY - JOUR

T1 - Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminophenols with Isonitriles

T2 - 2-Aminophenol Enabled O2 Activation by Cobalt(II)

AU - Liu, Jiaqi

AU - Hoover, Jessica M.

PY - 2019/6/21

Y1 - 2019/6/21

N2 - An aerobic cobalt-catalyzed oxidative cyclization of 2-aminophenols and isonitriles is reported. These additive-free conditions furnish a variety of substituted 2-aminobenzoxazoles in moderate to excellent yields. A series of control experiments and spectroscopic studies point to the importance of 2-aminophenol coordination in enabling the aerobic oxidation of cobalt(II).

AB - An aerobic cobalt-catalyzed oxidative cyclization of 2-aminophenols and isonitriles is reported. These additive-free conditions furnish a variety of substituted 2-aminobenzoxazoles in moderate to excellent yields. A series of control experiments and spectroscopic studies point to the importance of 2-aminophenol coordination in enabling the aerobic oxidation of cobalt(II).

UR - https://www.scopus.com/pages/publications/85067668352

UR - https://www.scopus.com/pages/publications/85067668352#tab=citedBy

U2 - 10.1021/acs.orglett.9b01384

DO - 10.1021/acs.orglett.9b01384

M3 - Article

C2 - 31184180

AN - SCOPUS:85067668352

SN - 1523-7060

VL - 21

SP - 4510

EP - 4514

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -