We report herein a dicarbonylation of styrenes with aryl fluorides and potassium 2-ethoxy-2-oxoacetate by cooperative NHC and photoredox catalysis with good functional group tolerance in moderate to high yields. This...
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.
An efficient method for C(sp 3 )−CHF bond formation was successfully developed by copper-catalyzed cross-coupling of allyl phosphate with 2-fluoro-2-(trimethylsilyl)acetate. Under moderate circumstances, the conversion was carried out in a good strategic range to provide a series of monofluoroalkylation products in high yields, which also demonstrates the practicality of gramscale reactions.
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