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A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Rongalite: a useful green reagent in organic synthesis
Sambasivarao Kotha1, Priti Khedkar
1Department of Chemistry, Indian Institute of Technology-Bombay, Mumbai 400 076, India. srk@chem.iitb.ac.in
Chemical Reviews
|November 24, 2011
Abstract
No abstract available in PubMed .
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Organomagnesium halides, commonly known as Grignard reagents, convert nitriles to ketones and proceed through a nucleophilic acyl substitution. Nitriles react with a Grignard reagent, followed by an aqueous acid, to yield ketones. The reaction introduces a new carbon–carbon bond. The alkyl–magnesium bond in the Grignard reagent is highly polar, so the alkyl carbon develops a carbanionic character and acts as a nucleophile.
The mechanism begins with a nucleophilic attack by the Grignard reagent...
The mechanism begins with a nucleophilic attack by the Grignard reagent...
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Magnesium from the reagent coordinates with carbonyl oxygen, further reducing the carbonyl carbon's electron density. Thus, the carbonyl carbon is a...
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