SYNTHESIS OF 5-SUBSTITUTED 4,4-DISUBSTITUTED 2-CYCLOHEXEN-1-ONES BY ELECTRO-GENERATED BASE-PROMOTED MICHAEL ADDITION OF 4,4-DISUBSTITUTED 2,5-CYCLOHEXADIEN-1-ONES

Authors
TORII S HAYASHI N KUROBOSHI M
Citation
S. Torii et al., SYNTHESIS OF 5-SUBSTITUTED 4,4-DISUBSTITUTED 2-CYCLOHEXEN-1-ONES BY ELECTRO-GENERATED BASE-PROMOTED MICHAEL ADDITION OF 4,4-DISUBSTITUTED 2,5-CYCLOHEXADIEN-1-ONES, Synlett, (6), 1998, pp. 599
Citations number
2
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
6
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):6<599:SO542B>2.0.ZU;2-T
Abstract
5-Substituted 4,4-dialkoxy-2-cyclohexen-1-ones were electrosynthesized from 4,4-disubstituted 2,5-cyclohexadien-1-ones, which were obtained from 1,4-dialkoxybenzene derivatives by electrolysis, by electro-gener ated base (EG-base)-promoted Michael addition with CH2E2 (E = CO2R, CO Me) in moderate to almost quantitative yield. The cyclohexenone deriva tives were found to be a good precursor of benzofuranone derivatives t hrough acid-promoted intramolecular lactonization.