Electrolytic partial fluorination of organic compounds. 54. Anodic mono- and trifluorination of thiochroman-4-one derivatives and the factors affecting product selectivity

Anodic fluorination of (E)-3-benzylidene-2,3-dihydrothiochroman-4-one and 3 -benzyl-1-thiochromone derivatives under a variety of electrolytic conditio ns was found to provide selectively or exclusively the same fluorinated pro ducts: (E)-3-benzylidene-2,3-dihydro-2-fluorothiochroman-4-ones, In additio n, di- and trifluorinated derivatives were also obtained depending on the s tarting heterocycles and electrolytic conditions. The factors affecting the product selectivity were also examined.