Photoacylation of electron-rich quinones: An application of the "photo-Friedel-Crafts reaction"

Authors
Schiel, C Oelgemoller, M Mattay, J
Citation
C. Schiel et al., Photoacylation of electron-rich quinones: An application of the "photo-Friedel-Crafts reaction", SYNTHESIS-S, (8), 2001, pp. 1275-1279
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
8
Year of publication
2001
Pages
1275 - 1279
Database
ISI
SICI code
0039-7881(2001):8<1275:POEQAA>2.0.ZU;2-8
Abstract
Irradiation of substituted 1,4-benzo- or 1,4-naphthoquinones in the presenc e of several aldehydes resulted in the formation of acylated hydroquinones in good yields. In the case of 5-acetyloxy naphthoquinone 8, both regioisom ers were formed, but the 2,8-isomer was favored in all cases examined. Even acylated tetrahydroxy naphthalenes became available in good yields by this method.