title: Reaction of Push-Pull Enaminoketones and in Situ Generated ortho-Quinone Methides: Synthesis of 3-Acyl-4H-chromenes and 2-Acyl-1H-benzo[f]chromenes as Precursors for Hydroxybenzylated Heterocycles.
abstract: 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.
authors.affiliation: Department of Organic Chemistry, Chemical Technological Faculty, Samara State Technical University , 244 Molodogvardeyskaya St., Samara 443100, Russian Federation.
authors.forename: Anton V
authors.initials: AV
authors.lastname: Lukashenko
authors.affiliation: Department of Organic Chemistry, Chemical Technological Faculty, Samara State Technical University , 244 Molodogvardeyskaya St., Samara 443100, Russian Federation.|Organic Chemistry Department, Faculty of Science, RUDN University , 6 Miklukho-Maklaya St., Moscow 117198, Russian Federation.
authors.forename: Vitaly A
authors.identifier: 0000-0001-9217-0792
authors.initials: VA
authors.lastname: Osyanin
authors.affiliation: Department of Organic Chemistry, Chemical Technological Faculty, Samara State Technical University , 244 Molodogvardeyskaya St., Samara 443100, Russian Federation.
authors.forename: Dmitry V
authors.initials: DV
authors.lastname: Osipov
authors.affiliation: Department of Organic Chemistry, Chemical Technological Faculty, Samara State Technical University , 244 Molodogvardeyskaya St., Samara 443100, Russian Federation.
authors.forename: Yuri N
authors.initials: YN
authors.lastname: Klimochkin