SYNTHESIS OF NOVEL POLYCYCLIC HETEROSYSTEMS FROM 5-NITRO[1,2,5]SELENADIAZOLO[3,4-<i>e</i>]BENZOFUROXANS

Authors

  • Максим A. Бастраков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991
  • Алексей M. Старосотников N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991
  • Александр A. Павлов A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow 119334
  • Игорь Л. Далингер N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991
  • Святослав А. Шевелев N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991

DOI:

https://doi.org/10.1007/3317

Keywords:

benzofuroxans, nitroarenes, selenadiazoles, nitrogen-oxygen systems, nitric oxide donors, Diels–Alder reaction

Abstract

A method for the preparation of 5-nitro[1,2,5]selenadiazolo[3,4-e]benzofuroxan has been developed. Employing the reactivity of this compound in pericyclic (4+2) and (3+2) cycloaddition reactions as a dienophile or dipolarophile (at the C=C–NO2 bond) with a heterodiene (fragment C=C–N(O)=O) representatives of novel types of fused polycyclic heterosystems were synthesized.

Authors: Maxim A. Bastrakov*, Alexey M. Starosotnikov, Alexander A. Pavlov, Igor L. Dalinger, Svyatoslav A. Shevelev

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Published

2016-09-30

Issue

Vol. 52 No. 9 (2016): Pericyclic reactions in heterocyclic chemistry

Section

Original Papers