Recent Advances in Electrophilic CF3-Transfer Using Hypervalent Iodine(III) Reagents

Abstract

The development of new methodologies for an efficient introduction of CF3 groups into complex molecules constitutes one of the most challenging tasks of modern organic chemistry. Recently, we reported the access to a new class of electrophilic CF3-transfer reagents based on hypervalent iodine. The versatile application of these reagents to C-centred nucleophiles, such as ?-keto esters, silyl enol ethers and ?-nitro esters, as well as to thiols and primary and secondary phosphines is described. Experiments with phenols afforded corresponding trifluomethylethers in very low yields.

Keywords

• Electrophilic trifluoromethylation
• Fluorinated compounds
• Hypervalent iodine
• Trifluoromethylthio ether
• (trifluoromethyl)phosphine