Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 16, Pages 2322-2326Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700396
Keywords
Fluorine; Magnesium; C-F bond activation; Late-stage functionalization; Synthetic methods; Fluorinated compounds
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Funding
- Loker Hydrocarbon Research Institute
- Mexico's Consejo Nacional de Ciencia y Tecnologia (CONACyT) for a postdoctoral fellowship
- Youth Innovation Promotion Association, Chinese Academy of Sciences [2014231]
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A selective reductive monodefluorination reaction of trifluoromethyl arenes was developed. Mediated by magnesium metal, various difluoromethylated aromatics were accessed at room temperature in the presence of acetic acid. This protocol shows tolerance to a wide range of functional groups and it was applicable in late-stage hydrodefluorination of complex pharmaceutical compounds, affording the corresponding CF2H analogues and their deuterated (CF2D) counterparts.
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