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

ABSTRACT: Electrophilic trifluoromethylation is at the forefront of methodologies available for the installation of the CF3 moiety to organic molecules; research in this field is largely spurred by the availability of stable and accessible trifluoromethylation reagents, of which hypervalent iodine and sulfoximine based compounds have emerged as two prominent reagent classes. Herein, we describe the facile synthesis of an electrophilic trifluoromethylation reagent which merges these two scaffolds in a novel hypervalent iodosulfoximine compound. This presents the first analogue of the well-known Togni reagents which neither compromises stability or reactivity. The electronic and physical properties of this new compound were fully explored by X-ray crystallography, cyclic voltammetry, TGA/DSC and DFT a

SUBMITTER: Kalim J 

PROVIDER: S-EPMC7020794 | biostudies-literature | 2019 Dec

REPOSITORIES: biostudies-literature