Photo-induced Reactions. V. The Photochemical Reaction of a 2-Cyclohexenone, Pummerer’s Ketone
- 1 April 1967
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 40 (4) , 945-950
- https://doi.org/10.1246/bcsj.40.945
Abstract
The ultraviolet irradiation of Pummerer’s ketone (VIII) in methanol yielded a 1:1 methanol adduct IX in a good yield; this is a new type of product in the photochemical reaction of a 2-cyclohexenone, i.e., a photochemical Michael-type addition of an alcohol to form a 3-alkoxy-cyclohexanone. The irradiation of VIII in isopropyl alcohol yielded an adduct, XI, analogous to IX and a photoketone, XIII, isomeric to VIII. The photoketone was also obtained by the irradiation of VIII in t-butyl alcohol, dioxane, or benzene. The mechanisms of these reactions are discussed.Keywords
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