2-(Trifluoroacetyl)chromones react with indoles at 90 °C under solvent-free conditions to produce the target (chromon-2-yl) (indol-3-yl) (trifluoromethyl)carbinols in 69–90% yields. In a similar manner, their reactions with pyrroles under the same conditions gave (chromon-2-yl) (pyrrol-2-yl) (trifluoromethyl)carbinols in 52–95% yields. These chromone derivatives react with 60% hydrazine hydrate in refluxing ethanol to give the corresponding pyrazoles.