This review summarizes recent advances (last 5 years) in C–H halogenation via directing groups like amides, carboxylic acids, 8-aminoquinoline, N-oxides, and heterocycles, emphasizing regioselective aryl halide synthesis in modern organic chemistry.
A simple activation of perfluoroalkyl iodides by tBuONa or KOH allows the promotion of α-sp3 C–H amidation reactions of alkyl ethers and benzylic hydrocarbons, C–H iodination of heteroaryl compounds, and perfluoroalkylations of electron-rich π bonds.
Remote isodesmic meta-C–H iodination of phenethylamines, benzylamines, and 2-aryl anilines was enabled by an alkyl carboxyl group.
We report a net C–H radiocyanation of electron-rich (hetero)aromatic substrates. This sequence is applied to a variety of substrates, including nucleobases, amino acids and LYRAGWRAFS peptide, which undergoes selective C–H radiocyanation at the tryptophan (W) residue.
A general and practical strategy for the iodination and bromination of arenes via Selectfluor-mediated oxidative activation is reported.