This review article focused on the innovative procedure for electrophilic fluorination using HF and in situ generation of the required electrophilic species derived from hypervalent iodine compounds. The areas of synthetic application of this approach include fluorination of 1,3-dicarbonyl compounds, aryl-alkyl ketones, styrene derivatives, α,β-unsaturated ketones and alcohols, homoallyl amine and homoallyl alcohol derivatives, 3-butenoic acids and alkynes.
Abstract::
Minisci-type reactions have become widely known as reactions that involve the addition of carbon-centered
radicals to basic heteroarenes followed by formal hydrogen atom loss. While the originally developed protocols for radical
generation remain in active use today, in recent years by a new array of radical generation strategies allow use of a wider
variety of radical precursors that often operate under milder and more benign conditions. New transformations based on free
radical reactivity are now available to a synthetic chemist looking to utilize a Minisci-type reaction. Radical-generation
methods based on photoredox catalysis and electrochemistry, which utilize thermal cleavage or the in situ generation of
reactive radical precursors, have become popular approaches. Our review will cover the remarkably literature that has
appeared on this topic in recent 5 years, from 2015-01 to 2020-01, in an attempt to provide guidance to the synthetic
chemist, on both the challenges that have been overcome and applications in organic synthesis.
In Situ Generation and Synthetic Application of 2-Phenylbenzimidazoline to the Selective Reduction of Carbon–Carbon Double Bonds of Electron-Deficient Olefins