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Direct Preparation of Trifluoromethyl Ketones from Carboxylic Esters: Trifluoromethylation with (Trifluoromethyl)trimethylsilane

✍ Scribed by Jürgen Wiedemann; Thomas Heiner; Gregorz Mloston; G. K. Surya Prakash; George A. Olah

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
72 KB
Volume
37
Category
Article
ISSN
0044-8249

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✦ Synopsis

Previously difficult to prepare, aliphatic and alicyclic trifluoromethylketones (e.g. 1 and 2), which are of pharmacalogic interest as potential enzyme inhibitors, can now be synthesized easily and efficiently. The one-step reaction starting with carbonic esters and trimethyl(trifluoromethyl)silane is induced by tetrabutylammonium fluoride in nonpolar, aprotic solvents and proceeds without formation of double-addition products.

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