Abstract A number of 2-(polyfluoroalkyl)-thiochromones (4) and-chromones (5) have been synthesized in good to excellent yield by an intramolecular Friedel-Crafts acylation of the Z isomers of 3-(arylthio)-(2) and 3-(aryloxy) polyfluoro-2-alkenoic acids (3), which were readily prepared through the Michael addition of arenethiols and phenols to polyfluoro-2-alkynoic acids, R fC C-COOH (1a, R f= CHF 2; 1b, R f= CF 3; 1c, R f= CHF 2 CF 2 CF 2), ...