Journal
ORGANIC LETTERS
Volume 22, Issue 11, Pages 4383-4388Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01395
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Funding
- National Institutes of Health [R01GM121660]
- National Science Foundation of China [NSFC-21672035]
- Moissan Summer Undergraduate Research Fellowship
- Division of Fluorine Chemistry of the American Chemical Society
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The base-induced reaction of aryl diazonium salts with commercially available CF3SO2Na/CF2HSO2Na allows for the generation of the corresponding diazene radicals along with fluoromethyl radicals. The addition of fluoromethyl radicals to alkenes with subsequent diazene trapping provides the azofluoromethylation products in good to excellent yields. This metal-free method under mild reaction conditions has broad functional group compatibility and is applicable in the late-stage modification of various natural products and bioactive molecules.
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