Amino-λ³-iodane-Enabled Electrophilic Amination of Arylboronic Acid Derivatives

Kiyokawa, Kensuke; Kawanaka, Kazuki; Minakata, Satoshi

Angewandte Chemie - International Edition, 2024, 63(12), e202319048

Number of Access:380（2025-08-14 23:20 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/95274

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Title
Amino-λ³-iodane-Enabled Electrophilic Amination of Arylboronic Acid Derivatives
Creator
NRID
1000080632364 1000080632364
ORCID
0000-0001-6124-2861 0000-0001-6124-2861
researchmap permalink
kensukekiyokawa kensukekiyokawa
Scopus Author ID
26321727600 26321727600
CreatorName
Kiyokawa, Kensuke
CreatorName
Kawanaka, Kazuki
NRID
1000090273599 1000090273599
researchmap permalink
read0185263 read0185263
Scopus Author ID
7003640913 7003640913
ORCID
0000-0001-9619-445X 0000-0001-9619-445X
CreatorName
Minakata, Satoshi
Subject
amination
arylamines
boron
iodine
synthetic methods
Description
Kiyokawa K., Kawanaka K., Minakata S.. Amino-λ3-iodane-Enabled Electrophilic Amination of Arylboronic Acid Derivatives. Angewandte Chemie - International Edition 63, e202319048 (2024); https://doi.org/10.1002/anie.202319048.
Abstract
In this report, we describe the use of amino-λ³-iodanes in the electrophilic amination of arylboronic acids and boronates. Iodine(III) reagents with transferable amino groups, including one with an NH₂ group, were synthesized and used in the amination, allowing the synthesis of a wide range of primary and secondary (hetero)arylamines. Mechanistic studies by DFT calculations indicate that the reaction proceeds through an electrophilic amination process from a tetravalent borate complex with a B−N dative bond.
Publisher
John Wiley and Sons Inc
Source Title
Angewandte Chemie - International Edition
Volume (Issue)
63(12)
Page
e202319048
Date of Issued
2024-03-18
Language
English
Handle URL
https://hdl.handle.net/11094/95274
PISSN
14337851
eISSN
15213773
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1002/anie.202319048
Access Rights
open access
CopyRight
This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
oaire:version
Version of Record
Category
学術雑誌論文 Journal Article