Merging hypervalent iodine and sulfoximine chemistry: a new electrophilic trifluoromethylation reagent

摘要: Electrophilic trifluoromethylation is at the forefront of methodologies available for installation CF3 moiety to organic molecules; research in this field largely spurred by availability stable and accessible reagents, which hypervalent iodine sulfoximine based compounds have emerged as two prominent reagent classes. Herein, we describe facile synthesis an electrophilic merges these scaffolds a novel iodosulfoximine compound. This presents first analogue well-known Togni reagents neither compromises stability or reactivity. The electronic physical properties new compound were fully explored X-ray crystallography, cyclic voltammetry, TGA/DSC DFT analysis. solution stable, crystalline was found be competent variety nucleophiles well source trifluoromethyl radical. Furthermore, possibility enantioinductive transformations could probed with isolation enantiopure bearing group, thus scaffold offers opportunity structurally diversifying towards asymmetric synthesis.