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Direct α-Fluorination of Ketones Using N-F Reagents

Stojan Stavber*, Marjan Jereb, Marko Zupan

*Laboratory for Organic and Bioorganic Chemistry, ‘Jozef Stefan' Institute and Department of Chemistry, University of Ljubljana, Jamova 39, 1000 Ljubljana, Slovenia, Email: stojan.stavberijs.si

S. Stavber, M. Jereb, M. Zupan, Synthesis, 2002, 2609-2615.

DOI: 10.1055/s-2002-35625


Abstract

The use of 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Accufluor NFTh) as a fluorine transfer reagent and methanol as solvent enabled direct regiospecific fluorofunctionalization of the α-carbonyl position in ketones without prior activation of the target molecules.

see article for more examples



Micellar-System-Mediated Direct Fluorination of Ketones in Water

G. Stavber, M. Zupan, S. Stavber, Synlett, 2009, 589-594.


Key Words

fluorination, ketones, Accufluor, NFTh, keto steroids


ID: J66-Y2002-1700