The iodination of chlorinated aromatic compounds using Ag(2)SO(4)/I(2), AgSbF(6)/I(2), AgBF(4)/I(2) and AgPF(6)/I(2) offers access to iodoarenes that are valuable intermediates in organic synthesis. Specifically, iodination of phenols, anisoles and anilines with a 3,5-dichloro substitution pattern preferentially yielded the ortho, para and para iodinated product, respectively. In the case of ch...

A simple synthesis of a library novel C−N axially chiral iodoarenes is achieved in three-step from commercially available aniline derivatives. axial iodine reagents are rarely investigated the hypervalent arena. The potential as organocatalysts for stereoselective oxidative transformations assessed using well explored, but challenging α-oxytosylation ketones. All catalyse oxidation propiophenon...

Abstract Chiral hypervalent iodine reagents are active players in modern stereoselective organic synthesis. Structurally diverse chiral have been synthesised and extensively studied, but containing sulfur stereogenic centre scarce their synthesis is challenging. A small library of iodoarenes sulfinamide sulfoximine moieties has using commercially available reagents. The oxidation the iodoarene ...

A number of copper reagents were compared for their effectiveness in trifluoromethylating 4-iodobiphenyl, 4-iodotoluene, and 2-iodotoluene. Yields over time were plotted in order to refine our understanding of each reagent performance, identify any bottlenecks, and provide more insight into the rates of the reactions. Interestingly, differences in reactivity were observed when a well-defined [L...

Bis(acetoxy)iodobenzene and related acyloxy derivatives of hypervalent I(III) were studied by variable temperature solution-state ¹⁷O-NMR and DFT calculations. The ¹⁷O-NMR spectra reveal a dynamic process that interchanges the oxygen atoms of the acyloxy groups. For the first time, coalescence events could be detected for such compounds, allowing the determination of activation free energy data...