Premium
Epoxidation of homoisoflavones
Author(s) -
Lévai Albert
Publication year - 2003
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.5570400234
Subject(s) - dimethyldioxirane , chemistry , oxidizing agent , hydrogen peroxide , sodium hypochlorite , catalysis , organic chemistry , benzoyl peroxide , proton nmr , medicinal chemistry , polymerization , polymer
A comparative study of the epoxidation of homoisoflavones (3‐benzyl‐4‐chromones) 1–4 has been performed by various oxidizing agents, víz . Epoxidation with isolated dimethyldioxirane (Method A), with alkaline hydrogen peroxide (Method B), and with sodium hypochlorite (Method C) to obtain the epoxides 4–8 . Compounds 2 and 3 have also been oxidized with a combination of dimethyldioxirane and Jacobsen's Mn(III)salen catalysts (R,R)‐11 and ( S,S )‐ 11 to afford 3‐benzoyl‐4‐chromones 9 and 10 . Structures of all new compounds have been elucidated by microanalyses, ir and nmr spectroscopic measurements.