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Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers
Four-component coupling reactions between xanthogenates, alkenes, CO, and sulfonyl oxime ethers were studied. In the presence of hexabutylditin, working as a propagating radical reagent, the chain reaction proceeds, as expected, taking into account reagents polarities, affording the corresponding fu...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6693370/ https://www.ncbi.nlm.nih.gov/pubmed/31467602 http://dx.doi.org/10.3762/bjoc.15.176 |
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author | Sumino, Shuhei Fukuyama, Takahide Sasano, Mika Ryu, Ilhyong Jacquet, Antoine Robert, Frédéric Landais, Yannick |
author_facet | Sumino, Shuhei Fukuyama, Takahide Sasano, Mika Ryu, Ilhyong Jacquet, Antoine Robert, Frédéric Landais, Yannick |
author_sort | Sumino, Shuhei |
collection | PubMed |
description | Four-component coupling reactions between xanthogenates, alkenes, CO, and sulfonyl oxime ethers were studied. In the presence of hexabutylditin, working as a propagating radical reagent, the chain reaction proceeds, as expected, taking into account reagents polarities, affording the corresponding functionalized α-keto oximes. Although yields are modest, this rare one-pot four-component process is easy to carry out and the resulting compounds, bearing multiple functionalities, have the potential for further elaboration. |
format | Online Article Text |
id | pubmed-6693370 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-66933702019-08-29 Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers Sumino, Shuhei Fukuyama, Takahide Sasano, Mika Ryu, Ilhyong Jacquet, Antoine Robert, Frédéric Landais, Yannick Beilstein J Org Chem Letter Four-component coupling reactions between xanthogenates, alkenes, CO, and sulfonyl oxime ethers were studied. In the presence of hexabutylditin, working as a propagating radical reagent, the chain reaction proceeds, as expected, taking into account reagents polarities, affording the corresponding functionalized α-keto oximes. Although yields are modest, this rare one-pot four-component process is easy to carry out and the resulting compounds, bearing multiple functionalities, have the potential for further elaboration. Beilstein-Institut 2019-07-31 /pmc/articles/PMC6693370/ /pubmed/31467602 http://dx.doi.org/10.3762/bjoc.15.176 Text en Copyright © 2019, Sumino et al. https://creativecommons.org/licenses/by/4.0https://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/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Letter Sumino, Shuhei Fukuyama, Takahide Sasano, Mika Ryu, Ilhyong Jacquet, Antoine Robert, Frédéric Landais, Yannick Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers |
title | Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers |
title_full | Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers |
title_fullStr | Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers |
title_full_unstemmed | Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers |
title_short | Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers |
title_sort | vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, co, and sulfonyl oxime ethers |
topic | Letter |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6693370/ https://www.ncbi.nlm.nih.gov/pubmed/31467602 http://dx.doi.org/10.3762/bjoc.15.176 |
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