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ChemInform Abstract: Cesium Fluoride Catalyzed Trifluoromethylation of Esters, Aldehydes, and Ketones with (Trifluoromethyl)trimethylsilane.

✍ Scribed by Rajendra P. Singh; Ganfeng Cao; Robert L. Kirchmeier; Jean'ne M. Shreeve

Publisher: John Wiley and Sons
Year: 2010
Weight: 36 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199936076

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✦ Synopsis

Cesium Fluoride Catalyzed Trifluoromethylation of Esters, Aldehydes, and Ketones with (Trifluoromethyl)trimethylsilane.

-The title reaction is successfully applied to carboxylic, sulfonic, sulfinic, and selenic esters, and also to aldehydes and ketones, among them substrates that have been reported in the literature to be unreactive. The silyl ether intermediates, obtained from the reaction of carboxylic acids, aldehydes, or ketones with Tms-CF 3 in the presence of CsF catalyst, are hydrolyzed with HCl to give ketones or alcohols, respectively. It is found that no solvent is required for the reaction of low boiling substrates and DME can be used for solids or some high boiling liquids.

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