Copper-Mediated Regioselective C-H Sulfenylation and Selenation of Phenols with Phenanthroline Bidentate Auxiliary

Kajiwara, Rikuo; Takamatsu, Kazutaka; Hirano, Koji et al.

Organic Letters, 2020, 22(15), 5915-5919

Number of Access:284（2025-07-17 21:01 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/92701

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Title
Copper-Mediated Regioselective C-H Sulfenylation and Selenation of Phenols with Phenanthroline Bidentate Auxiliary
Creator
CreatorName
Kajiwara, Rikuo
CreatorName
Takamatsu, Kazutaka
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., Takamatsu K., Hirano K., et al. Copper-Mediated Regioselective C-H Sulfenylation and Selenation of Phenols with Phenanthroline Bidentate Auxiliary. Organic Letters. 22(15), 5915-5919, (2020), 7 August 2020; © 2020 American Chemical Society. https://doi.org/10.1021/acs.orglett.0c02012.
Abstract
A copper-mediated, phenanthroline-directed highly ortho-selective C-H sulfenylation of phenols with diaryl disulfides proceeds to form the corresponding unsymmetrical diaryl sulfides in good yield. The key to success is the introduction of a phenanthroline directing group of the bidentate-chelating nature, which is easily attachable, detachable, and even recyclable. Moreover, the same strategy is applicable to the C-H selenation, giving the diaryl selenides with high efficiency and regioselectivity.
Publisher
American Chemical Societyservice@acs.org
Source Title
Organic Letters
Volume (Issue)
22(15)
Page
5915-5919
Date of Issued
2020-08-07
Language
English
Handle URL
https://hdl.handle.net/11094/92701
PISSN
15237060
eISSN
15237052
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1021/acs.orglett.0c02012
Access Rights
open access
CopyRight
© 2020 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.0c02012.
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article