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

✍ Scribed by Albert Lévai; Tamás Patonay; Andrea Székely; Erzsébet B. Vass; Waldemar Adam; József Jekö

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2000
• Tongue: English
• Weight: 408 KB
• Volume: 37
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570370507

✦ Synopsis

Abstract

The comparative epoxidation of 2‐substituted isoflavones 9–16 has been conducted by the utilization of three different protocols, viz. epoxidation with 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 spectral and mass spectral data.