Reactions of naphthalen-2-ol Mannich bases with β-aminoacrylonitriles and methyl 3-morpholinoacrylate

Reactions of naphthalen-2-ol Mannich bases with β-aminoacrylonitriles and methyl 3-morpholinoacrylate

3-Amino-2,3-dihydro-1 H -benzo[ f ]chromenes and 2-[(2-hydroxynaphthalen-1-yl)methyl]-2,3-dihydro-1 H -benzo[ f ]chromene-2-carbonitriles were obtained via the reaction of naphthalen-2-ol Mannich bases with β-aminoacrylonitriles and methyl 3-morpholinoacrylate as products of [4+2] cycloaddition of p...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2020-05, Vol.56 (5), p.529-536
Hauptverfasser: Lukashenko, Anton V., Osipov, Dmitry V., Osyanin, Vitaly А., Klimochkin, Yuri N.
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes
Chemistry
Chemistry and Materials Science
Cycloaddition
Organic Chemistry
Pharmacy
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Zusammenfassung:3-Amino-2,3-dihydro-1 H -benzo[ f ]chromenes and 2-[(2-hydroxynaphthalen-1-yl)methyl]-2,3-dihydro-1 H -benzo[ f ]chromene-2-carbonitriles were obtained via the reaction of naphthalen-2-ol Mannich bases with β-aminoacrylonitriles and methyl 3-morpholinoacrylate as products of [4+2] cycloaddition of push-pull olefins to the corresponding 1,2-naphthoquinone 1-methide. The reaction of 3-amino-3-phenylacrylonitrile with Mannich bases leads to the formation of 1,4-dihydropyridine-3,5-dicarbonitriles.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-020-02695-4