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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...

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Autores principales: Hemric, Brett N, Wang, Qiu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
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.
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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
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AT wangqiu coppercatalyzedintermolecularoxyaminationofolefinsusingcarboxylicacidsandobenzoylhydroxylamines