An efficient and expeditious synthesis of funcionalized trifluoromethyl ketones through lithium-iodine exchange reaction

Article abstract of DOI:10.1016/S0040-4020(01)89400-X

A straightforward and very efficient synthesis of unsaturated long-chain trifluoromethyl ketones is achieved by metallation of the corresponding iodides in the presence of an equimolecular amount of tert-butyllithium, followed by reaction with a fluoroacylating agent.Metallation occurs quantitatively at -78 deg C and, in contrast to what has been generally recommended, there is no need to add the second equivalent of base, since its presence may be detrimental if other electrophilic functions are present in the molecule.