Methods for direct functionalization of C-H bonds mediated by -oxyl radicals constitute a powerful tool in modern organic synthesis. While several -oxyl radicals have been developed to date, the lack of structural diversity for these species has hampered further progress in this field. Here we designed a novel class of -oxyl radicals based on -hydroxybenzimidazole, and applied them to the direct C-H functionalization reactions. The flexibly modifiable features of these structures enabled facile tuning of their catalytic performance. Moreover, with these organoradicals, we have developed a metal-free approach for the synthesis of acyl fluorides direct C-H fluorination of aldehydes under mild conditions.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7416693PMC
http://dx.doi.org/10.1039/d0sc02134bDOI Listing

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