Copper-Mediated Decarboxylative C–H Arylation of Phenol Derivatives with ortho-Nitrobenzoic Acids Using Phenanthroline-Based Bidentate Auxiliary

Takamatsu, Kazutaka; Hayashi, Yoshihiro; Kawauchi, Susumu et al.

ChemistrySelect, 2019, 4(40), 11833-11838

Number of Access:173（2025-07-17 20:29 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/92736

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Title
Copper-Mediated Decarboxylative C–H Arylation of Phenol Derivatives with ortho-Nitrobenzoic Acids Using Phenanthroline-Based Bidentate Auxiliary
Creator
CreatorName
Takamatsu, Kazutaka
NRID
1000080739029 1000080739029
CreatorName
Hayashi, Yoshihiro
NRID
1000080204676 1000080204676
CreatorName
Kawauchi, Susumu
NRID
1000070532696 1000070532696
ORCID
0000-0001-9752-1985 0000-0001-9752-1985
researchmap permalink
koj koj
Scopus Author ID
7402407063 7402407063
CreatorName
Hirano, Koji
NRID
1000020183626 1000020183626
ORCID
0000-0001-8288-6439 0000-0001-8288-6439
researchmap permalink
read0013936 read0013936
Scopus Author ID
7402799909 7402799909
CreatorName
Miura, Masahiro
Subject
bidentate auxiliary
copper
C−H arylation
decarboxylation
phenols
Description
Takamatsu K., Hayashi Y., Kawauchi S., et al. Copper-Mediated Decarboxylative C–H Arylation of Phenol Derivatives with ortho-Nitrobenzoic Acids Using Phenanthroline-Based Bidentate Auxiliary. ChemistrySelect 4, 11833 (2019); https://doi.org/10.1002/slct.201902860.
Abstract
A copper-mediated decarboxylative C–H arylation of phenol derivatives with ortho-nitrobenzoic acid salts via phenanthroline-directed C–H cleavage has been developed. The N,N-bidentate phenanthroline auxiliary uniquely promotes the reaction only in the presence of a copper salt to produce the corresponding biaryls in acceptable yields. Moreover, the directing group can be easily introduced and removed. Additionally, preliminary computational mechanistic studies with DFT have also been performed.
Publisher
Wiley
Source Title
ChemistrySelect
Volume (Issue)
4(40)
Page
11833-11838
Date of Issued
2019-10-25
Language
English
Handle URL
https://hdl.handle.net/11094/92736
eISSN
23656549
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1002/slct.201902860
Access Rights
open access
CopyRight
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article