Photoisomerization of Arylidene Heterocycles: Toward the Formation of Fused Heterocyclic Quinolines.
Fiche publication
Date publication
juillet 2022
Journal
The Journal of organic chemistry
Auteurs
Membres identifiés du Cancéropôle Est :
Dr BOISBRUN Michel
Tous les auteurs :
Cortelazzo-Polisini E, Boisbrun M, Gansmüller AH, Comoy C
Lien Pubmed
Résumé
We report herein the photoinduced isomerization of a series of arylidene heterocycles . The photoreaction mechanism was investigated by a combined UV-vis/photo-NMR spectroscopic study, and we showed that Ar-TZDs exhibit a positive P-type photochromism, which limits their isomerization efficiency. By exploring the solvatochromism in a series of solvents, the conditions favoring the conversion toward one or the other stereoisomer have been studied, in particular by choosing the appropriate wavelengths. Finally, the extension of this photoisomerization study was proposed with a convenient preparation of various fused heterocyclic quinolines in good overall yields.
Référence
J Org Chem. 2022 07 8;: