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Mechanochemical Grignard Reactions with Gaseous CO₂ and Sodium Methyl Carbonate.

ABSTRACT: 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 (CO₂ ) 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.

SUBMITTER: Pfennig VS

PROVIDER: S-EPMC9306648 | biostudies-literature | 2022 Feb

REPOSITORIES: biostudies-literature

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Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate.

Pfennig Victoria S VS Villella Romina C RC Nikodemus Julia J Bolm Carsten C

Angewandte Chemie (International ed. in English) 20220119 9

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 (CO2 ) 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 symmet ...[more]

PMID: 34942056

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