Radical cyclisation reactions of ketones with alkenes initiated by silver(II) and lead(IV) oxides
- 1 January 1979
- journal article
- Published by Institute of Organic Chemistry & Biochemistry in Collection of Czechoslovak Chemical Communications
- Vol. 44 (8) , 2393-2400
- https://doi.org/10.1135/cccc19792393
Abstract
Acetone and 2,4-pentanedione react with α-methylstyrene in the presence of the title oxides to form 2,5-dimethyl-5-phenyl-4,5-dihydrofuran and its 3-acetyl derivative, respectively, in about 70% yields. The reaction of these ketones with styrene, which is more prone to telomerisation and polymerisation reactions, gives the corresponding 5-phenylsubstituted 4,5-dihydrofuran derivatives in lower yields (30-40%). Cyclization reaction of acetophenone with 1-octene induced by silver(II) oxide produces 4-n-hexyl-α-tetralone and decanophenone in a 70 : 30 ratio.Keywords
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