Jesse LeBlanc (@jesseleblanc.bsky.social)

Intramolecular Fluoroacylation Enabled by TrBF4-Catalyzed Fluoride Recycling Alkyne- and alkene-tethered acyl fluorides undergo intramolecular carbofluorination via fluoride recycling using catalytic TrBF4. Excellent stereoselectivity is observed for the alkyne addition, enabling access to novel fluorinated indan-2-ones (all ≥95:5 E/Z) and cyclopentan-2-ones (85:15 E/Z). Fluorinated chroman-2-ones and tertiary alkyl fluorides can also be synthesized using this method, comparing favorably to previously reported protocols that employ expensive metal catalysts under harsher conditions. https://pubs.acs.org/doi/full/10.1021/acs.orglett.5c00154#