The scientists of the Zelinsky Institute published a review on photocatalytic reactions of fluoroalkylation of O- and N-substituted alkenes

Enamines and enol ethers are important intermediates in organic synthesis that have found wide application in carbon-carbon bond formation reactions. Some of them can be easily prepared and used as stable reagents (such as enamides and silylenolates), while others are usually formed in situ (enamines). The interaction of these electron-enriched π-systems with electron-deficient fluorinated radicals is a promising approach to the synthesis of polyfunctional organofluorine compounds, which play an important role in modern medicinal chemistry and agrochemistry.

Researchers from the Laboratory of Functional Organic Compounds of the Zelinsky Institute published a review on photocatalytic reactions of fluoroalkylation of O- and N-substituted alkenes (enol ethers, enol acetates, enamides, and enamines). The key stages of these processes are the generation of radicals from fluorinated reagents under the conditions of photoredox catalysis, as well as their subsequent addition to multiple bonds. Reactions involving these elementary steps can be used in the synthesis of a wide variety of organofluorine compounds. The review considers the limits of applicability of this approach and discusses the mechanisms of transformations.

Source:

Vitalij V. Levin and Alexander D. Dilman Visible-Light Promoted Radical Fluoroalkylation of O- and N-Substituted Alkenes // Chem. Rec. 2023, e202300038. DOI: 10.1002/tcr.202300038.