SYNTHESIS OF OCTAHYDROPYRROLO[3,4-<i>c</i>]PYRROLES BY THERMOLYSIS OF <i>N</i>-PHTHALIMIDOAZIRIDINES BASED ON 5-ALKENYL-1,2,4-OXADIAZOLES

Authors

  • Вера В. Сиднева Yaroslavl State Technical University, 88 Moskovskii Ave., Yaroslavl 150023, Russia
  • Марина В. Тарасенко M. V. Dorogov Center for Transfer of Pharmaceutical Technologies, K. D. Ushinsky Yaroslavl State Pedagogical University, 108 Respublikanskaya Ave., Yaroslavl 150000, Russia
  • Алена С. Панькова Institute of Chemistry, Saint Petersburg State University, 26 Universitetsky Ave., Saint Petersburg 198504, Russia
  • Евгений Р. Кофанов Yaroslavl State Technical University, 88 Moskovskii Ave., Yaroslavl 150023, Russia

DOI:

https://doi.org/10.1007/7860

Keywords:

5-alkenyl-1, 2, 4-oxadiazoles, 3, 5-disubstituted 1, N-phthalimidoaziridines, N-phthalimidopyrrolidines, octahydropyrrolo[3, 4-c]pyrroles, oxidative aminoaziridination.

Abstract

N-Phthalimidoaziridines were synthesized from 3,5-disubstituted 1,2,4-oxadiazoles containing alkenyl and pyridine fragments. N-Phthalimidoaziridines were heated in the presence of N-arylmaleimide to give the corresponding N-phthalimidopyrrolidines. The synthesized N-phthalimidoaziridines and N-phthalimidopyrrolidines contain several pharmacophoric groups (the aziridine, oxadiazole, pyridine, and phthalimide moieties) making them potential active ingredients of medicines.

 

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Published

2023-11-01

Issue

Vol. 59 No. 9/10 (2023)

Section

Original Papers