Almutairi, N.E.A., Elsharif, N.A. orcid.org/0000-0001-7339-6374, Kamranifard, T. et al. (2 more authors) (2025) Amination of alkylboronic esters. European Journal of Organic Chemistry, 28 (5). e202401158. ISSN 1434-193X
Abstract
Alkylboronic esters are high value chemical building blocks which can be used to make complex, C‐sp3 rich molecules. The ability to convert the C‐B bond in a range of C‐C and C‐heteroatom bond‐forming reactions, in addition to their broad functional group compatibility, gives alkylboronic esters significant synthetic utility. Methods to convert boronic esters into amines have particular interest, due to the wide prevalence of nitrogen‐based functional groups in biologically active compounds, functional materials, and catalysts. In this review, we explore different methods for the amination of alkylboronic esters. These can be split into three distinct classes based on the mechanism of reaction: amination through 1,2‐metallate rearrangement, amination using nucleophilic ‘ate’ complexes, and oxidative amination reactions such as alkyl variants of the Chan‐Lam reaction.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2024 The Authors. This is an Open Access article distributed under the terms of the Creative Commons Attribution Licence (https://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
Keywords: | amines; boron; boronic esters; catalysis; nitrogen |
Dates: |
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Institution: | The University of Sheffield |
Academic Units: | The University of Sheffield > Faculty of Science (Sheffield) > Department of Chemistry (Sheffield) The University of Sheffield > Faculty of Science (Sheffield) > School of Mathematical and Physical Sciences |
Funding Information: | Funder Grant number Engineering and Physical Sciences Research Council 2902162 |
Depositing User: | Symplectic Sheffield |
Date Deposited: | 08 Jan 2025 16:49 |
Last Modified: | 13 Mar 2025 09:33 |
Status: | Published |
Publisher: | Wiley |
Refereed: | Yes |
Identification Number: | 10.1002/ejoc.202401158 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:221171 |
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