Bipyridine-Type Bidentate Auxiliary-Enabled Copper-Mediated »C-H/C-H Biaryl Coupling of Phenols and 1,3-Azoles

Kajiwara, Rikuo; Xu, Shibo; Hirano, Koji et al.

Organic Letters, 2021, 23(14), 5405-5409

Number of Access:460（2025-07-17 20:12 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/92697

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Title
Bipyridine-Type Bidentate Auxiliary-Enabled Copper-Mediated »C-H/C-H Biaryl Coupling of Phenols and 1,3-Azoles
Creator
CreatorName
Kajiwara, Rikuo
CreatorName
Xu, Shibo
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
Description
Kajiwara R., Xu S., Hirano K., et al. Bipyridine-Type Bidentate Auxiliary-Enabled Copper-Mediated »C-H/C-H Biaryl Coupling of Phenols and 1,3-Azoles. Organic Letters. 23(14), 5405-5409, (2021), 16 July 2021; © 2021 American Chemical Society. https://doi.org/10.1021/acs.orglett.1c01735.
Abstract
A copper-mediated dehydrogenative C-H/C-H biaryl coupling of phenols and 1,3-azoles has been developed. The key to its success is the introduction of a bipyridine-type bidentate auxiliary, 4,4′-di(tert-butyl)-2,2′-bipyridine, on the phenol oxygen, which is readily prepared and easily attachable, detachable, and recyclable. The reaction proceeds smoothly in the presence of copper salt alone to form the corresponding phenol-azole heterobiaryls, which are prevalent motifs in functional molecules such as excited-state intramolecular proton transfer materials.
Publisher
American Chemical Society
Source Title
Organic Letters
Volume (Issue)
23(14)
Page
5405-5409
Date of Issued
2021-07-16
Language
English
Handle URL
https://hdl.handle.net/11094/92697
PISSN
15237060
eISSN
15237052
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1021/acs.orglett.1c01735
Access Rights
open access
CopyRight
© 2021 American Chemical Society.
This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in, Organic Letters, copyright © American Chemical Society after peer review. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.1c01735.
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article