Palladium-catalyzed allylic C-H fluorination.
The first catalytic allylic C-H fluorination reaction using a nucleophilic fluoride source is reported. Under the influence of a Pd/Cr cocatalyst system, simple olefin substrates undergo fluorination with Et3N·3HF in good yields with high branched:linear regioselectivity. The mild conditions and broad scope make this reaction a powerful alternative to established methods for the preparation of allylic fluorides from prefunctionalized substrates.
Department of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
Marie-Gabrielle
MG
Braun
Abigail G
AG
Doyle
D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D006845:Hydrocarbons, Fluorinated; D009942:Organometallic Compounds; D010165:Palladium