Tetrahedron

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

I Villuendas, A Parrilla, A Guerrero

Index: Villuendas, Isabel; Parrilla, Alfredo; Guerrero, Angel Tetrahedron, 1994 , vol. 50, # 44 p. 12673 - 12684

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Citation Number: 29

Abstract

A straightforward and very efficient synthesis of long-chain triflouromethyl ketones achieved by metallation of the corresponding iodides in the presence of an equimolar amount of tert- butyllithium, followed by reaction with a fluoroacylating agent. Metallation occurs quantitatively at− 78° 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 ...