REACTIONS OF NAPHTHALEN-2-OL MANNICH BASES WITH β-AMINOACRYLONITRILES AND METHYL 3-MORPHOLINOACRYLATE

Authors

  • Антон В. Лукашенко Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Дмитрий В. Осипов Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Виталий А. Осянин Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Юрий Н. Климочкин Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

DOI:

https://doi.org/10.1007/5594

Keywords:

2, 3-dihydro-1H-benzo[f]chromene, 1, 4-dihydropyridine, naphthalen-2-ol, 2-naphthoquinone 1-methide, push-pull olefin, Diels–Alder reaction.

Abstract

3-Amino-2,3-dihydro-1H-benzo[f]chromenes and 2-[(2-hydroxynaphthalen-1-yl)methyl]-2,3-dihydro-1H-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.

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Published

2020-05-28

Issue

Vol. 56 No. 5 (2020)

Section

Original Papers