Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides

A combination of 10 % CoCl(2) and 20 % 2,2′‐bipyridine ligands enables cross‐coupling of functionalized primary and secondary alkylzinc reagents with various (hetero)aryl halides. Couplings with 1,3‐ and 1,4‐substituted cycloalkylzinc reagents proceeded diastereoselectively leading to functionalized...

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Detalles Bibliográficos
Autores principales: Lutter, Ferdinand H., Grokenberger, Lucie, Spieß, Philipp, Hammann, Jeffrey M., Karaghiosoff, Konstantin, Knochel, Paul
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7154687/
https://www.ncbi.nlm.nih.gov/pubmed/31909546
http://dx.doi.org/10.1002/anie.201914490
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author Lutter, Ferdinand H.
Grokenberger, Lucie
Spieß, Philipp
Hammann, Jeffrey M.
Karaghiosoff, Konstantin
Knochel, Paul
author_facet Lutter, Ferdinand H.
Grokenberger, Lucie
Spieß, Philipp
Hammann, Jeffrey M.
Karaghiosoff, Konstantin
Knochel, Paul
author_sort Lutter, Ferdinand H.
collection PubMed
description A combination of 10 % CoCl(2) and 20 % 2,2′‐bipyridine ligands enables cross‐coupling of functionalized primary and secondary alkylzinc reagents with various (hetero)aryl halides. Couplings with 1,3‐ and 1,4‐substituted cycloalkylzinc reagents proceeded diastereoselectively leading to functionalized heterocycles with high diastereoselectivities of up to 98:2. Furthermore, alkynyl bromides react with primary and secondary alkylzinc reagents providing the alkylated alkynes.
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spelling pubmed-71546872020-04-14 Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides Lutter, Ferdinand H. Grokenberger, Lucie Spieß, Philipp Hammann, Jeffrey M. Karaghiosoff, Konstantin Knochel, Paul Angew Chem Int Ed Engl Communications A combination of 10 % CoCl(2) and 20 % 2,2′‐bipyridine ligands enables cross‐coupling of functionalized primary and secondary alkylzinc reagents with various (hetero)aryl halides. Couplings with 1,3‐ and 1,4‐substituted cycloalkylzinc reagents proceeded diastereoselectively leading to functionalized heterocycles with high diastereoselectivities of up to 98:2. Furthermore, alkynyl bromides react with primary and secondary alkylzinc reagents providing the alkylated alkynes. John Wiley and Sons Inc. 2020-02-18 2020-03-27 /pmc/articles/PMC7154687/ /pubmed/31909546 http://dx.doi.org/10.1002/anie.201914490 Text en © 2020 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
Lutter, Ferdinand H.
Grokenberger, Lucie
Spieß, Philipp
Hammann, Jeffrey M.
Karaghiosoff, Konstantin
Knochel, Paul
Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
title Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
title_full Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
title_fullStr Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
title_full_unstemmed Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
title_short Cobalt‐Catalyzed Cross‐Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
title_sort cobalt‐catalyzed cross‐coupling of functionalized alkylzinc reagents with (hetero)aryl halides
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7154687/
https://www.ncbi.nlm.nih.gov/pubmed/31909546
http://dx.doi.org/10.1002/anie.201914490
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