✍ Scribed by Aryeh A. Frimer; Pessia Gilinsky
No coin nor oath required. For personal study only.
Cyclohex-2-en-l-ones with available acidic hydrogens undergo base catalyzed autoxidation in the presence of KO2/18-crown-6 in benzene yielding 2-hydroxycyclohexa-2,5-dien-lones in the case of 4,4-and 5,5_disubstituted substrates and 2,3-epoxycyclohexanones in the case of 6,6-disubstituted analogs; 4,4,6,6_tetrasubstituted cyclohexenones are totally inert. The pioneering work of Fridovich and others has shown that the very oxygen which supports life is metabolized producing thereby 02-and its derivatives which are highly toxic to respiring organisms. In spite of its biological importance, 1a.b until 1975 only a few studies had been carried out on the organic chemistry lc,d ofo-. problem of soluKility. 22
📜 SIMILAR VOLUMES
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v
3-and 4-Hydroxycoumarin (& and 2) as well as 2-hydroxy-2,5-cyclohexadien-l-ones a-6 were reacted with K02/18-crown-6 in benzene. Initial deprotonation of the enol hydrogen was followed by nucleophilic attack by 0 sulting anion (for 4 and ,&-q). A convenieng CONDITION\* YIELD (2) && KO (5 hr) KOS (16
## Abstract The newly synthesized 2‐(alk‐3‐en‐1‐ynyl)cyclohex‐2‐enones **4** undergo photodimerization (chemo‐ and regio‐)selectively at the exocyclic CC bond to give diastereoisomeric mixtures of 1,2‐dialkynyl‐1,2‐dimethylcyclobutanes. On irradiation of **4** in the presence of 2‐chloroacrylonitr