81123-99-1Relevant articles and documents
New methodology toward α,β-unsaturated carboxylic acids from saturated acids
Li, Qingjiang,Tochtrop, Gregory P.
supporting information, p. 1382 - 1385 (2014/04/03)
A carefully designed three-step unsaturation of carboxylic acids is described. Briefly, carboxylic acids were converted to the trifluoromethyl ketone. Subsequent treatment with selenium dioxide followed by hydrolysis afforded α,β-unsaturated carboxylic acids. The mechanism of the reported transformation was investigated, which led us to propose a novel explanation featuring selenium dioxide assisted enolizaion of a trifluoromethyl ketone followed by β-deprotonation.
Direct preparation of trifluoromethyl ketones from carboxylic esters: Trifluoromethylation with (trifluoromethyl)trimethylsilane
Wiedemann, Juergen,Heiner, Thomas,Mloston, Gregorz,Prakash, G.K. Surya,Olah, George A.
, p. 820 - 821 (2007/10/03)
Previously difficult to prepare, alipathic and alicyclic trifluoromethylketones (e.g. 1 and 2), which are of pharmacologic 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.