Jump to main content
Jump to site search


The regioselective [2 + 2] photocycloaddition reaction of 2-(3,4-dimethoxystyryl)quinoxaline in solution

Author affiliations

Abstract

Herein, the [2 + 2] photocycloaddition between two molecules of (E)-2-(3,4-dimethoxystyryl)-quinoxaline (1) in an acetonitrile solution to form only one cyclobutane isomer out of eleven possible isomers is described. The observed photocycloaddition reaction is reversible; thus, the studied photocycloaddition reaction can be considered as a photoreversible photochromic process. The removal of two methoxy groups from the (E)-2-(3,4-dimethoxystyryl)quinoxaline (1) structure produces compound 2, which participates only in the photoisomerization reaction. The change of the quinoxaline residue in 1 to quinoline results in the formation of compound 3, which demonstrates the regioselective oxidization electrocyclic transformation through the formation of a novel C–N bond.

Graphical abstract: The regioselective [2 + 2] photocycloaddition reaction of 2-(3,4-dimethoxystyryl)quinoxaline in solution

Back to tab navigation

Supplementary files

Publication details

The article was received on 15 Jan 2019, accepted on 10 Mar 2019 and first published on 13 Mar 2019


Article type: Paper
DOI: 10.1039/C9PP00028C
Citation: Photochem. Photobiol. Sci., 2019, Advance Article

  •   Request permissions

    The regioselective [2 + 2] photocycloaddition reaction of 2-(3,4-dimethoxystyryl)quinoxaline in solution

    O. A. Fedorova, A. E. Saifutiarova, E. N. Gulakova, E. O. Guskova, T. M. Aliyeu, N. E. Shepel and Y. V. Fedorov, Photochem. Photobiol. Sci., 2019, Advance Article , DOI: 10.1039/C9PP00028C

Search articles by author

Spotlight

Advertisements