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Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition

Two‐component Giese type radical additions are highly practical and established reactions. Herein, three‐component radical conjugate additions of unactivated alkenes to Michael acceptors are reported. Amidyl radicals, oxidatively generated from α‐amido oxy acids using redox catalysis, act as the thi...

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Detalles Bibliográficos
Autores principales: Jiang, Heng, Seidler, Gesa, Studer, Armido
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6900080/
https://www.ncbi.nlm.nih.gov/pubmed/31529676
http://dx.doi.org/10.1002/anie.201910926
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author Jiang, Heng
Seidler, Gesa
Studer, Armido
author_facet Jiang, Heng
Seidler, Gesa
Studer, Armido
author_sort Jiang, Heng
collection PubMed
description Two‐component Giese type radical additions are highly practical and established reactions. Herein, three‐component radical conjugate additions of unactivated alkenes to Michael acceptors are reported. Amidyl radicals, oxidatively generated from α‐amido oxy acids using redox catalysis, act as the third reaction component which add to the unactivated alkenes. The adduct radicals engage in Giese type additions to Michael acceptors to provide, after reduction, the three‐component products in an overall alkene carboamination reaction. Transformations which can be conducted under practical mild conditions feature high functional group tolerance and broad substrate scope.
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spelling pubmed-69000802019-12-20 Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition Jiang, Heng Seidler, Gesa Studer, Armido Angew Chem Int Ed Engl Communications Two‐component Giese type radical additions are highly practical and established reactions. Herein, three‐component radical conjugate additions of unactivated alkenes to Michael acceptors are reported. Amidyl radicals, oxidatively generated from α‐amido oxy acids using redox catalysis, act as the third reaction component which add to the unactivated alkenes. The adduct radicals engage in Giese type additions to Michael acceptors to provide, after reduction, the three‐component products in an overall alkene carboamination reaction. Transformations which can be conducted under practical mild conditions feature high functional group tolerance and broad substrate scope. John Wiley and Sons Inc. 2019-10-11 2019-11-11 /pmc/articles/PMC6900080/ /pubmed/31529676 http://dx.doi.org/10.1002/anie.201910926 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-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Jiang, Heng
Seidler, Gesa
Studer, Armido
Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition
title Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition
title_full Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition
title_fullStr Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition
title_full_unstemmed Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition
title_short Carboamination of Unactivated Alkenes through Three‐Component Radical Conjugate Addition
title_sort carboamination of unactivated alkenes through three‐component radical conjugate addition
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6900080/
https://www.ncbi.nlm.nih.gov/pubmed/31529676
http://dx.doi.org/10.1002/anie.201910926
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