The incorporation of a perfluoroalkyl group (R F ) into drug candidates has become an increasingly important strategy in drug molecule design. In this study, the silver-mediated perfluoroalkylation reaction based on the addition−elimination process of terminal alkynes which was initiated by a perfluoroalkyl radical to form a C(sp)−R F bond has been developed. The reaction proceeds under mild conditions using readily available, low-cost perfluoroalkyl iodides as the sources of the R F group. This method allows access to a variety of perfluoroalkylated alkynes.

A novel dehydrogenative dicarbofunctionalization of vinyl arenes with polyfluoroarenes and unactivated alkanes enabled by copper catalysis has been accomplished under mild conditions. This transformation provides a regioselective route to highly functionalized polyfluoroaryl compounds that occur as structural scaffolds in a variety of pharmaceuticals and materials. Preliminary mechanistic studies indicate that the carbon-based radical and copper intermediate are involved in the reaction, and the reaction pathway is dominated by the bond dissociation energy (BDE) of C(sp 3 )−H bonds. Letter pubs.acs.org/OrgLett

A palladium‐catalyzed monofluoroalkylation of aryl iodides and aryl bromides was developed using nucleophilic ethyl 2‐fluoro‐2‐(trimethylsilyl)acetate as a monofluoroalkyl source. The transformation proceeded with excellent substrate scope to afford a range of monofluoroalkylated products in good yields under mild conditions, and it proved feasible in a gram‐scale reaction. This protocol was successfully used in late‐stage modification of an estrone derivative, providing a facile route for research on the discovery of biologically active compounds and high‐performance materials.

A copper-catalyzed one-pot perfluoroalkylation of alkynyl bromides and terminal alkynes has been disclosed, and the corresponding perfluoroalkylated alkynes could be attained in good to excellent yields. The new straightforward transformation shows high efficiency (0.01–0.5 mol % catalyst loading), broad substrate scope, and remarkable functional group tolerance and provides a facile approach for useful application in life and material sciences.