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- W2912985748 abstract "Intermolecular C-H difluoromethoxylation of (hetero)arenes remains a long-standing and unsolved problem in organic synthesis. Herein, we report the first catalytic protocol employing a redox-active difluoromethoxylating reagent 1a and photoredox catalysts for the direct C-H difluoromethoxylation of (hetero)arenes. Our approach is operationally simple, proceeds at room temperature, and uses bench-stable reagents. Its synthetic utility is highlighted by mild reaction conditions that tolerate a wide variety of functional groups and biorelevant molecules. Experimental and computational studies suggest single electron transfer (SET) from excited photoredox catalysts to 1a forming a neutral radical intermediate that liberates the OCF2H radical exclusively. Addition of this radical to (hetero)arenes gives difluoromethoxylated cyclohexadienyl radicals that are oxidized and deprotonated to afford the products of difluoromethoxylation." @default.
- W2912985748 created "2019-02-21" @default.
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- W2912985748 date "2019-01-01" @default.
- W2912985748 modified "2023-09-30" @default.
- W2912985748 title "Catalytic radical difluoromethoxylation of arenes and heteroarenes" @default.
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- W2912985748 doi "https://doi.org/10.1039/c8sc05390a" @default.
- W2912985748 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6429774" @default.
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