Km. Dawood et T. Fuchigami, Electrolytic partial fluorination of organic compounds. 55. Highly regio- and stereoselective anodic monofluorination of 2,3-dihydrochroman-4-one andchromone derivatives, J ORG CHEM, 66(23), 2001, pp. 7691-7695
Anodic monofluorination at the position a to the oxygen atom of the (E)-3-b
enzylidene-2,3-dihydrochroman-4-one derivatives was successfully carried ou
t to provide the corresponding 2-fluorochromanones selectively. This is the
first regioselective electrochemical fluorination of fused-type, oxygen-co
ntaining heterocyclic compounds. Anodic fluorination of a chromone derivati
ve also gave a similar fluorinated chromanone stereoselectively.