Unstrained C-C bond activation and directed fluorination through photocatalytically-generated radical cations.
نویسندگان
چکیده
Expanding the repertoire of controlled radical fluorination techniques, we present a photosensitized unstrained C-C bond activation/directed monofluorination method using Selectfluor and 9-fluorenone. The reaction is amenable to the opening of multiple 1-acetal-2-aryl substituted rings to yield ω-fluoro carboxylic acids, esters, alcohols, and ketones with relative ease. Initial mechanistic insight suggests radical ion intermediates.
منابع مشابه
Unstrained C–C bond activation and directed fluorination through photocatalytically-generated radical cations† †Electronic supplementary information (ESI) available: NMR spectra and computational data. See DOI: 10.1039/c5sc01973g Click here for additional data file.
General: [S:2] Representative procedures: [S:3] Characterization data: 6-fluoro-6-phenyl-hexanoic acid (1): [S:4, S:10-S:12] methyl 6-fluoro-6-phenylhexanoate (2): [S:4, S:13-S:15] 6-fluoro-6-phenylhexan-1-ol (3): [S:4, S:16-S:18] 6-fluoro-6-(p-tolyl)hexanoic acid (4): [S:5, S:19-S:21] 6-(4-(tert-butyl)phenyl)-6-fluorohexanoic acid (5): [S:5, S:22-S:24] 6-fluoro-6-(4-fluoro)phenyl-hexanoic acid...
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ورودعنوان ژورنال:
- Chemical science
دوره 6 9 شماره
صفحات -
تاریخ انتشار 2015