Activation of perfluoroalkyl iodides by anions: extending the scope of halogen bond activation to C(sp<sup>3</sup>)–H amidation, C(sp<sup>2</sup>)–H iodination, and perfluoroalkylation reactions
A simple, efficient, and convenient activation of perfluoroalkyl iodides by tBuONa or KOH, without expensive photo- or transition metal catalysts, allows the promotion of versatile 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. Mechanistic studies show that these novel protocols are