THE SYNTHESIS OF 3-NITRO-4<i>H</i>-BENZO[<i>h</i>]CHROMENES

Authors

  • Дмитрий В. Осипов Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Алина А. Артеменко Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Павел Е. Красников Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Виталий А. Осянин Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

DOI:

https://doi.org/10.1007/7565

Keywords:

1-naphthoquinone 2-methides, 3-nitro-4H-benzo[h]chromenes, 4-(2-nitrovinyl)morpholine, Mannich bases, push-pull olefins, Diels–Alder reaction, Michael reaction.

Abstract

A method for the synthesis of 3-nitro-4H-benzo[h]chromenes was developed based on the reaction of 1-naphthoquinone 2-methides generated in situ from Mannich bases with 4-(2-nitrovinyl)morpholine. It was shown that such nucleophiles as morpholine and 4-bromoaniline add to the double bond of the pyran ring.

 

Author Biographies

Дмитрий В. Осипов, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

к. х.н.,  доцент кафедры органической химии

Алина А. Артеменко, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

аспирант

Павел Е. Красников, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

к. х. н.

Виталий А. Осянин, Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

д. х.н.,  профессор кафедры органической химии

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Published

2023-05-30

Issue

Vol. 59 No. 4/5 (2023)

Section

Original Papers