4.7 Article

N,N'-Difluoro-2,2'-bipyridinium Bis(tetrafluoroborate): a New Terminal Oxidant for Iodoarene-catalyzed Fluorination Reactions

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ADVANCED SYNTHESIS & CATALYSIS
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WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202300265

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Catalysis; Fluorine; Fluorination; Iodine; Recovery

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A new N-F reagent, N,N'-difluoro-2,2';-bipyridinium bis(tetrafluoroborate), for iodoarene-catalyzed fluorination reactions as a terminal oxidant is reported. This reaction is effective for the fluorination of simple alkenes, aromatic alkenes and 1,3-dicarbonyl compounds, giving 1,2-difluorinated alkanes, geminal difluorinated compounds, 2-fluorinated-1,3-dicarbonyl compounds in good to high yields, respectively. The present N-F reagent can be recovered as 2,2'-bipyridine.
A new N-F reagent, N,N'-difluoro-2,2';-bipyridinium bis(tetrafluoroborate), for iodoarene-catalyzed fluorination reactions as a terminal oxidant is reported. This reaction is effective for the fluorination of simple alkenes, aromatic alkenes and 1,3-dicarbonyl compounds, giving 1,2-difluorinated alkanes, geminal difluorinated compounds, 2-fluorinated-1,3-dicarbonyl compounds in good to high yields, respectively. This is a useful fluorination reaction that not only improves the issues of the fluorination reaction using conventional mCPBA as a terminal oxidant but also constructs a simpler catalytic cycle. The present N-F reagent can be recovered as 2,2'-bipyridine.

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