Issue 8, 2022

Recent advances in radical enabled selective Csp3–F bond activation of multifluorinated compounds

Abstract

Fluorine-containing molecules have found broad applications in pharmaceutical and agrochemical industries as introducing fluorine into a molecule could significantly tune the biological activities of parent molecules. Thus, the synthesis of fluorine-containing molecules has received substantial attention over the past few decades. As a complementary strategy for the synthesis of fluorinated compounds through new Csp3–F bonds formation, selective cleavage of inert Csp3–F bonds from easily-available and cost-effective multifluorinated molecules, such as fluoroalkylaromatics, α-trifluoromethyl alkenes and α-multifluorinated carbonyl compounds, has been emerging as an attractive alternative to access fluorine-containing molecules. Moreover, the inherent nature of radical reactions offers the opportunity for the selective Csp3–F functionalizations to occur under mild conditions. In this regard, the development of photoredox catalysis, transition-metal catalysis, or electrochemistry to enable radical species generation via selective Csp3–F cleavage has gained broad attention and substantial progress has been made over recent years. This highlight summerizes the recent advances in the single-electron-transfer enabled selective functionalizations of Csp3–F bonds in multifluorinated compounds via radical pathways.

Graphical abstract: Recent advances in radical enabled selective Csp3–F bond activation of multifluorinated compounds

Article information

Article type
Highlight
Submitted
16 nov 2021
Accepted
24 dec 2021
First published
24 dec 2021

Chem. Commun., 2022,58, 1066-1077

Recent advances in radical enabled selective Csp3–F bond activation of multifluorinated compounds

S. Li and W. Shu, Chem. Commun., 2022, 58, 1066 DOI: 10.1039/D1CC06446K

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