Electrolytic Partial Fluorination of Organic Compounds. 55.¹ Highly Regio- and Stereoselective Anodic Monofluorination of 2,3-Dihydrochroman-4-one and Chromone Derivatives

Anodic monofluorination at the position alpha to the oxygen atom of the (E)-3-benzylidene-2,3-dihydrochroman-4-one derivatives was successfully carried out to provide the corresponding 2-fluorochromanones selectively. This is the first regioselective electrochemical fluorination of fused-type, oxygen-containing heterocyclic compounds. Anodic fluorination of a chromone derivative also gave a similar fluorinated chromanone stereoselectively.