2-Cyano-6-(trifluoromethyl)-4H-pyran-4-one: A novel versatile CF3-containing building block

A highly electrophilic pyrone, 2-cyano-6-(trifluoromethyl)-4H-pyran-4-one, was synthesized. The reactions of this cyanopyrone with N-nucleophiles can proceed with or without substitution of the cyano group to give a wide range of novel trifluoromethylated compounds. An oxindole derivative was synthesized from a phenylhydrazide using unusual (acidic) conditions.

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► 2-Cyano-6-(trifluoromethyl)-4H-pyran-4-one was synthesized.
► Various trifluoromethylated compounds were prepared on the base of 2-cyano-6-(trifluoromethyl)-4H-pyran-4-one.
► An oxindole derivative was synthesized from a phenylhydrazide using unusual (acidic) conditions.