Recent Advances for the Direct Introduction of the CFMe Moiety.

Fluorine-containing molecules are compounds of interest in materials as well as in pharmaceutical and agrochemical industries. Therefore, developments in that research field are tremendous and a special focus was dedicated to the design and the study of emergent fluorinated groups. In particular, the CFMe residue is attractive as it could be used for example as a bioisostere of the methoxy group.

An electrophilic reagent for the synthesis of OCHFMe-containing molecules.

Herein the synthesis of a novel and bench stable electrophilic reagent to construct the OCFHMe motif from O-nucleophiles has been described. This sulfonium salt, readily obtained in 5 steps, reacted with various phenols and alcohols. The resulting products, including complex molecules, were obtained in good yields.

F-Fluoroform: a F-trifluoromethylating agent for the synthesis of SCFF-aromatic derivatives.

Herein the synthesis of various SCFF-containing derivatives is reported by a transition metal-free process. By using HCFF, readily generated from a bench-stable difluoromethyl sulfonium salt, various aromatic disulfides were easily converted into the desired radiolabelled trifluoromethylthiolated compounds in the presence of a base. This protocol allowed the formation of the SCFF-containing aromatic derivatives in good to excellent radiochemical yields.