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Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect
An intermolecular, two‐component vicinal carboimination of alkenes has been accomplished by energy transfer catalysis. Oxime esters of alkyl carboxylic acids were used as bifunctional reagents to generate both alkyl and iminyl radicals. Subsequently, addition of the alkyl radical to an alkene genera...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7028066/ https://www.ncbi.nlm.nih.gov/pubmed/31794633 http://dx.doi.org/10.1002/anie.201912907 |
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author | Patra, Tuhin Bellotti, Peter Strieth‐Kalthoff, Felix Glorius, Frank |
author_facet | Patra, Tuhin Bellotti, Peter Strieth‐Kalthoff, Felix Glorius, Frank |
author_sort | Patra, Tuhin |
collection | PubMed |
description | An intermolecular, two‐component vicinal carboimination of alkenes has been accomplished by energy transfer catalysis. Oxime esters of alkyl carboxylic acids were used as bifunctional reagents to generate both alkyl and iminyl radicals. Subsequently, addition of the alkyl radical to an alkene generates a transient radical for selective radical–radical cross‐coupling with the persistent iminyl radical. Furthermore, this process provides direct access to aliphatic primary amines and α‐amino acids by simple hydrolysis. |
format | Online Article Text |
id | pubmed-7028066 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-70280662020-02-25 Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect Patra, Tuhin Bellotti, Peter Strieth‐Kalthoff, Felix Glorius, Frank Angew Chem Int Ed Engl Communications An intermolecular, two‐component vicinal carboimination of alkenes has been accomplished by energy transfer catalysis. Oxime esters of alkyl carboxylic acids were used as bifunctional reagents to generate both alkyl and iminyl radicals. Subsequently, addition of the alkyl radical to an alkene generates a transient radical for selective radical–radical cross‐coupling with the persistent iminyl radical. Furthermore, this process provides direct access to aliphatic primary amines and α‐amino acids by simple hydrolysis. John Wiley and Sons Inc. 2020-01-21 2020-02-17 /pmc/articles/PMC7028066/ /pubmed/31794633 http://dx.doi.org/10.1002/anie.201912907 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Communications Patra, Tuhin Bellotti, Peter Strieth‐Kalthoff, Felix Glorius, Frank Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect |
title | Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect |
title_full | Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect |
title_fullStr | Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect |
title_full_unstemmed | Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect |
title_short | Photosensitized Intermolecular Carboimination of Alkenes through the Persistent Radical Effect |
title_sort | photosensitized intermolecular carboimination of alkenes through the persistent radical effect |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7028066/ https://www.ncbi.nlm.nih.gov/pubmed/31794633 http://dx.doi.org/10.1002/anie.201912907 |
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