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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...

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Detalles Bibliográficos
Autores principales: Liu, Jie, Ricke, Alexander, Yang, Bin, Bäckvall, Jan‐E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
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.
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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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