Recent advancements in iodide/phosphine-mediated photoredox radical reactions

• Tinglan Liu,
• Yu Zhou,
• Junhong Tang and
• Chengming Wang

Beilstein J. Org. Chem. 2023, 19, 1785–1803, doi:10.3762/bjoc.19.131

• groundbreaking work of Shang and Fu on photocatalytic decarboxylative alkylations in 2019, a wide range of organic transformations, such as alkylation, alkenylation, cyclization, amination, iodination, and monofluoromethylation, have been progressively achieved using a combination of iodide and PPh3. In this

• NHC catalyst acted as a stabilizer for the EDA complex and generates a radical species, which was confirmed by further computational studies. Monofluoromethylation The monofluoromethyl (CH2F) group, which is commonly found in a lot of agrochemicals, pharmaceuticals, and materials, serves as a powerful

• urgent need to develop diverse monofluoromethylation methods. In this context, Chen and his colleagues recently developed a concise photocatalytic procedure for achieving monofluoromethylation, as well as di- and trifluoromethylation of various alkenes (Scheme 25) [50]. The synthetic method also

Recent advances in transition metal-catalyzed Csp²-monofluoro-, difluoro-, perfluoromethylation and trifluoromethylthiolation

• Grégory Landelle,
• Armen Panossian,
• Sergiy Pazenok,
• Jean-Pierre Vors and
• Frédéric R. Leroux

Beilstein J. Org. Chem. 2013, 9, 2476–2536, doi:10.3762/bjoc.9.287

• ² carbon atoms. Transformations are discussed according to the reaction-type and the metal employed. The review will not extend to conventional non-transition metal methods to these fluorinated groups. Keywords: catalysis; cross-coupling; difluoromethylation; fluorine; monofluoromethylation; organo

• -type and the nature of the transition metal. 1 Catalytic monofluoromethylation Monofluoromethylated aromatics find application in various pharmaceutical [29][30][31][32] and agrochemical products [18]. Although numerous methods for the catalytic introduction of a trifluoromethyl group onto aryl

• monofluoromethylation was reported by M. Suzuki (Scheme 1) [44]. Fluoromethyl iodide was reacted with pinacol phenylboronate (40 equiv) affording the coupling product in low yield (47%). The Pd-catalyzed α-arylation of α-fluorocarbonyl compounds affording various quaternary α-aryl-α-fluorocarbonyl derivatives has been