1,4-Addition of the CF3 group, perfluoroalkyl groups and functionalized difluoromethylated moieties: An overview

•This review summarized the progresses made in the 1,4-addition of the CF3 group.•The Michael addition of functionalized difluoromethylated groups has been covered.•The formation of Rf-containing C(sp3) centers using fluorinated nucleophiles is depicted.•The reaction mechanisms were described in the most relevant cases.

Over the last years, the organofluorine chemistry field has known a very fast expansion offering to the scientific community a panel of efficient tools for the synthesis of fluorinated molecules. Despite these recent advances, the 1,4-addition of nucleophilic fluorinated groups onto Michael-type acceptors to construct Rf-containing C(sp3) center is underdeveloped and still constitutes a real synthetic challenge. This review aims at highlighting the key reports regarding such transformation involving the CF3 group, perfluoroalkyl moieties and functionalized difluoromethylated nucleophilic species.

Graphical abstractOver the last years, the organofluorine chemistry field has known a very fast expansion offering to the scientific community a panel of efficient tools for the synthesis of fluorinated molecules. Despite these recent advances, the 1,4-addition of nucleophilic fluorinated groups onto Michael-type acceptors to construct Rf-containing C(sp3) center is underdeveloped and still constitutes a real synthetic challenge. This review aims at highlighting the key reports regarding such transformation involving the CF3 group, perfluoroalkyl moieties and functionalized difluoromethylated nucleophilic species.Figure optionsDownload full-size imageDownload as PowerPoint slide