Mechanochemical Grignard Reactions with Gaseous CO(2) and Sodium Methyl Carbonate

A one‐pot, three‐step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO(2)) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short...

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Autores principales: Pfennig, Victoria S., Villella, Romina C., Nikodemus, Julia, Bolm, Carsten
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9306648/
https://www.ncbi.nlm.nih.gov/pubmed/34942056
http://dx.doi.org/10.1002/anie.202116514
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author Pfennig, Victoria S.
Villella, Romina C.
Nikodemus, Julia
Bolm, Carsten
author_facet Pfennig, Victoria S.
Villella, Romina C.
Nikodemus, Julia
Bolm, Carsten
author_sort Pfennig, Victoria S.
collection PubMed
description A one‐pot, three‐step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO(2)) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products.
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spelling pubmed-93066482022-07-28 Mechanochemical Grignard Reactions with Gaseous CO(2) and Sodium Methyl Carbonate Pfennig, Victoria S. Villella, Romina C. Nikodemus, Julia Bolm, Carsten Angew Chem Int Ed Engl Communications A one‐pot, three‐step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO(2)) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products. John Wiley and Sons Inc. 2022-01-19 2022-02-21 /pmc/articles/PMC9306648/ /pubmed/34942056 http://dx.doi.org/10.1002/anie.202116514 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Pfennig, Victoria S.
Villella, Romina C.
Nikodemus, Julia
Bolm, Carsten
Mechanochemical Grignard Reactions with Gaseous CO(2) and Sodium Methyl Carbonate
title Mechanochemical Grignard Reactions with Gaseous CO(2) and Sodium Methyl Carbonate
title_full Mechanochemical Grignard Reactions with Gaseous CO(2) and Sodium Methyl Carbonate
title_fullStr Mechanochemical Grignard Reactions with Gaseous CO(2) and Sodium Methyl Carbonate
title_full_unstemmed Mechanochemical Grignard Reactions with Gaseous CO(2) and Sodium Methyl Carbonate
title_short Mechanochemical Grignard Reactions with Gaseous CO(2) and Sodium Methyl Carbonate
title_sort mechanochemical grignard reactions with gaseous co(2) and sodium methyl carbonate
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9306648/
https://www.ncbi.nlm.nih.gov/pubmed/34942056
http://dx.doi.org/10.1002/anie.202116514
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