A comparative study of the epoxidation of 2-substituted isoflavones by dimethyldioxirane, sodium hypochlorite, and alkaline hydrogen peroxide (Weitz-Scheffer reaction)

Authors
Levai, A Patonay, T Szekely, A Vass, EB Adam, W Jeko, J
Citation
A. Levai et al., A comparative study of the epoxidation of 2-substituted isoflavones by dimethyldioxirane, sodium hypochlorite, and alkaline hydrogen peroxide (Weitz-Scheffer reaction), J HETERO CH, 37(5), 2000, pp. 1065-1069
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
37
Issue
5
Year of publication
2000
Pages
1065 - 1069
Database
ISI
SICI code
0022-152X(200009/10)37:5<1065:ACSOTE>2.0.ZU;2-S
Abstract
The comparative epoxidation of 2-substituted isoflavones 9-16 has been cond ucted by the utilization of three different protocols, viz. epoxidation wit h isolated dimethyldioxirane (Method A), with sodium hypochlorite (Method B ), and with alkaline hydrogen peroxide (Method C), to afford epoxides 17-24 . Best results have been obtained with Method C (Weitz-Scheffer epoxidation ). The structures of epoxides have been assigned on the basis of nmr spectr al and mass spectral data.