Direct preparation of trifluoromethyl ketones from carboxylic esters: trifluoromethylation with (trifluoromethyl) trimethylsilane

J Wiedemann, T Heiner, G Mloston…

Index: Wiedemann, Juergen; Heiner, Thomas; Mloston, Gregorz; Prakash, G.K. Surya; Olah, George A. Angewandte Chemie - International Edition, 1998 , vol. 37, # 6 p. 820 - 821

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Citation Number: 96

Abstract

Abstract Previously difficult to prepare, aliphatic and alicyclic trifluoromethylketones (eg 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.

~92%

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~67%

~69%

~75%

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