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Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines
This paper reports a novel approach for the direct and facile synthesis of 1,2-oxyamino moieties via an intermolecular copper-catalyzed oxyamination of olefins. This strategy utilizes O-benzoylhydroxylamines as an electrophilic amine source and carboxylic acids as a nucleophilic oxygen source to ach...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4734347/ https://www.ncbi.nlm.nih.gov/pubmed/26877805 http://dx.doi.org/10.3762/bjoc.12.4 |
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author | Hemric, Brett N Wang, Qiu |
author_facet | Hemric, Brett N Wang, Qiu |
author_sort | Hemric, Brett N |
collection | PubMed |
description | This paper reports a novel approach for the direct and facile synthesis of 1,2-oxyamino moieties via an intermolecular copper-catalyzed oxyamination of olefins. This strategy utilizes O-benzoylhydroxylamines as an electrophilic amine source and carboxylic acids as a nucleophilic oxygen source to achieve a modular difunctionalization of olefins. The reaction proceeded in a regioselective manner with moderate to good yields, exhibiting a broad scope of carboxylic acid, amine, and olefin substrates. |
format | Online Article Text |
id | pubmed-4734347 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-47343472016-02-12 Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines Hemric, Brett N Wang, Qiu Beilstein J Org Chem Letter This paper reports a novel approach for the direct and facile synthesis of 1,2-oxyamino moieties via an intermolecular copper-catalyzed oxyamination of olefins. This strategy utilizes O-benzoylhydroxylamines as an electrophilic amine source and carboxylic acids as a nucleophilic oxygen source to achieve a modular difunctionalization of olefins. The reaction proceeded in a regioselective manner with moderate to good yields, exhibiting a broad scope of carboxylic acid, amine, and olefin substrates. Beilstein-Institut 2016-01-07 /pmc/articles/PMC4734347/ /pubmed/26877805 http://dx.doi.org/10.3762/bjoc.12.4 Text en Copyright © 2016, Hemric and Wang https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Letter Hemric, Brett N Wang, Qiu Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines |
title | Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines |
title_full | Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines |
title_fullStr | Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines |
title_full_unstemmed | Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines |
title_short | Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines |
title_sort | copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and o-benzoylhydroxylamines |
topic | Letter |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4734347/ https://www.ncbi.nlm.nih.gov/pubmed/26877805 http://dx.doi.org/10.3762/bjoc.12.4 |
work_keys_str_mv | AT hemricbrettn coppercatalyzedintermolecularoxyaminationofolefinsusingcarboxylicacidsandobenzoylhydroxylamines AT wangqiu coppercatalyzedintermolecularoxyaminationofolefinsusingcarboxylicacidsandobenzoylhydroxylamines |