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A comparative study of the epoxidation of 2‐substituted isoflavones by dimethyldioxirane, sodium hypochlorite, and alkaline hydrogen peroxide (weitz‐scheffer reaction)
Author(s) -
Lévai Albert,
Patonay Tamás,
Székely Andrea,
Vass Erzsébet B.,
Adam Waldemar,
Jekö József
Publication year - 2000
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570370507
Subject(s) - chemistry , dimethyldioxirane , hydrogen peroxide , sodium hypochlorite , isoflavones , organic chemistry , peroxide , biochemistry
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.