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A number of 3-acylamino-6-polyfluoroalkyl-2H-pyran-2-ones 3 were synthesized from b-alkoxyvinyl polyfluoroalkyl ketones 1 and N-acylglycines 2 in acetic anhydride in high yield. The reactions of trifluoromethyl-containing 2H-pyran-2-one 3b with Oand N-nucleophiles were studied and 3-N-benzoylamino-6-hydroxy-6-trifluoromethyl-5,6-dihydro-2H-pyran-2-one (13), 3-Nbenzoylamino-6-hydroxy-6-trifluoromethyl-5,6-dihydro-2H-pyridin-2-one (14a), and N-and O-substituted 3-(N-benzoylamino)-6-trifluoromethyl-2H-pyridin-2-ones (15c,e, and 16) were synthesized.

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A new practical method for the regioselective synthesis of the N-benzoyl-4-(polyfluoroalkyl)anilines 5a-g by thermal Diels-Alder cycloaddition of 5-substituted 3-(benzoylamino)-6-(polyfluoroalkyl)pyran-2-ones 1a-e with fluorostyrenes 2 and 7, acetylenes 8a-c or vinyl ethers 10 and 13a and 13b is described. In the case of the reactions of pyrone 1a with cy-