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Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes
Herein, we communicate a selective and efficient protocol for oxidative arylating carbocyclization of enallenynes using O(2) as the oxidant. The key to success for this aerobic transformation is the application of a specific electron transfer mediator (ETM), a bifunctional catalyst consisting of a m...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6471031/ https://www.ncbi.nlm.nih.gov/pubmed/30351460 http://dx.doi.org/10.1002/anie.201810501 |
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author | Liu, Jie Ricke, Alexander Yang, Bin Bäckvall, Jan‐E. |
author_facet | Liu, Jie Ricke, Alexander Yang, Bin Bäckvall, Jan‐E. |
author_sort | Liu, Jie |
collection | PubMed |
description | Herein, we communicate a selective and efficient protocol for oxidative arylating carbocyclization of enallenynes using O(2) as the oxidant. The key to success for this aerobic transformation is the application of a specific electron transfer mediator (ETM), a bifunctional catalyst consisting of a metal‐macrocycle and quinone moieties. This catalyst significantly facilitates the reoxidation of Pd(0) to Pd(II) under atmospheric pressure of O(2). Diverse functionalized enallenynes react with aryl boronic acids to afford the corresponding cyclic tetraenes in moderate to good yields. |
format | Online Article Text |
id | pubmed-6471031 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-64710312019-04-19 Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes Liu, Jie Ricke, Alexander Yang, Bin Bäckvall, Jan‐E. Angew Chem Int Ed Engl Communications Herein, we communicate a selective and efficient protocol for oxidative arylating carbocyclization of enallenynes using O(2) as the oxidant. The key to success for this aerobic transformation is the application of a specific electron transfer mediator (ETM), a bifunctional catalyst consisting of a metal‐macrocycle and quinone moieties. This catalyst significantly facilitates the reoxidation of Pd(0) to Pd(II) under atmospheric pressure of O(2). Diverse functionalized enallenynes react with aryl boronic acids to afford the corresponding cyclic tetraenes in moderate to good yields. John Wiley and Sons Inc. 2018-11-20 2018-12-17 /pmc/articles/PMC6471031/ /pubmed/30351460 http://dx.doi.org/10.1002/anie.201810501 Text en © 2018 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 Liu, Jie Ricke, Alexander Yang, Bin Bäckvall, Jan‐E. Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes |
title | Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes |
title_full | Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes |
title_fullStr | Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes |
title_full_unstemmed | Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes |
title_short | Efficient Palladium‐Catalyzed Aerobic Arylative Carbocyclization of Enallenynes |
title_sort | efficient palladium‐catalyzed aerobic arylative carbocyclization of enallenynes |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6471031/ https://www.ncbi.nlm.nih.gov/pubmed/30351460 http://dx.doi.org/10.1002/anie.201810501 |
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