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α-Trifluoromethyl alkenes as fluorinated linchpins in photochemical C-H/C-C functionalization
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DOI：10.1039/d6cc01665k.png)
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Abstract
En 中文
Photochemical activation of C-H and C-C bonds has emerged as a powerful strategy for accessing fluorinated molecules from simple feedstocks under mild conditions. In this context, alpha-trifluoromethyl alkenes have evolved into versatile fluorinated linchpins, because radical addition to these activated alkenes can be directed toward either defluorinative alkylation to furnish gem-difluoroalkenes or hydroalkylation to give trifluoromethylated alkanes. This review highlights representative photochemical studies that illustrate how radical generation through C-H and C-C activation, together with control over the fate of the post-addition intermediate, governs product selectivity. Rather than offering a comprehensive survey, we emphasize the mechanistic logic and design principles underlying radical addition, radical-polar crossover, HAT, and EDA-complex activation. We also discuss recent contributions from our group that extend this chemistry to carboxylic acids, ketones, peptides, amides, and hydrocarbons, underscoring the growing utility of alpha-trifluoromethyl alkenes in fluorine editing, late-stage diversification, and biomolecule modification. Overall, these studies establish alpha-trifluoromethyl alkenes as programmable fluorinated linchpins for the selective construction of diverse fluorinated architectures.
Keywords:
GEM-DIFLUOROALKENES
BIOLOGICAL-ACTIVITY
DIFLUOROALLYLATION
ALKYLATION
CHEMISTRY
Journal
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4.2
Papers:
5.9W
Citations:
16.5W
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Cited Papers