Photochemical synthesis of cyclopenta[c]-anellated benzopyrans and benzothiopyrans

Authors
Schwebel, D Soltau, M Margaretha, P
Citation
D. Schwebel et al., Photochemical synthesis of cyclopenta[c]-anellated benzopyrans and benzothiopyrans, SYNTHESIS-S, (8), 2001, pp. 1111-1113
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
8
Year of publication
2001
Pages
1111 - 1113
Database
ISI
SICI code
0039-7881(2001):8<1111:PSOCBA>2.0.ZU;2-D
Abstract
On irradiation in the presence of 2,3-dimethylbut-2-ene the newly synthesiz ed 2-oxo-2H-1-benzupyran- and 2-oxo-2H-1-benzothiopyran-4-carbonitriles are converted selectively to a cyclopenta[c]benzopyran or -thiobenzopyran, res pectively. The reaction proceeds via addition of the alkene to the nitrile- and olefinic C-atoms of the tripler excited coumarin derivatives.