Journal of Organic Chemistry p. 1517 - 1528 (2017)
Update date:2022-09-26
Topics:
Lukashenko, Anton V.
Osyanin, Vitaly A.
Osipov, Dmitry V.
Klimochkin, Yuri N.
A simple and efficient method for the synthesis of 4H-chromenes and 1H-benzo[f]chromenes containing a trifluoroacetyl or aroyl group in the pyran ring from o-quinone methide precursors and push-pull enaminoketones has been developed. The chromenes are presumably formed through an initial oxa-Diels-Alder reaction, followed by an elimination of amine. The possibility of further transformations of given chromenes to o-hydroxybenzylated pyrazoles, isoxazoles, and pyridines has been demonstrated.
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