Abstract
A method for the synthesis of cyclic β-(trifluoroacetyl) enamines was proposed. Reactions of the latter with hydrazine and hydroxylamine gave pyrazoles and isoxazoles, respectively, containing trifluoromethyl and ω-aminoalkyl fragments. Addition of hydrazine (hydroxylamine) to the above amino enones was regiospecific, the regiochemistry of the heterocyclization of trifluoromethyl ketones being different from that for nonfluorinated analogs.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 325–333, February, 2007.
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Nenajdenko, V.G., Pronin, S.V. & Balenkova, E.S. Synthesis of aminoalkylpyrazoles and-isoxazoles from cyclic β-(trifluoroacetyl) enamines. Russ Chem Bull 56, 336–344 (2007). https://doi.org/10.1007/s11172-007-0055-7
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DOI: https://doi.org/10.1007/s11172-007-0055-7