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Reactions of (S)-(+)-4-ethenyl[2.2]paracyclophane with heterocyclic quinones

✍ Scribed by Lucio Minuti; Aldo Taticchi; Daniela Lanari; Assunta Marrocchi; Eszter Gacs-Baitz

Book ID
104359950
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
190 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis

The reactions of (S)-(+)-4-ethenyl[2.2]paracyclophane 1 and 1-vinylnaphthalene 11 with quinoline-5,8-dione 2 and isoquinoline-5,8-dione 3 have been studied under high pressure and Lewis acid-catalyzed conditions. In contrast to the reactivity of diene 11, diene 1 was found to add to quinones 2 and 3 in an abnormal fashion. A structural analysis of the reaction products by 1 H and 13 C NMR spectroscopy is presented.

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Reactions of 2-ethoxy-2-butenal N,N-dime
Reactions of 2-ethoxy-2-butenal N,N-dimethylhydrazone with heterocyclic quinones. Regiospecific formation of furoquinolines
✍ Pascal Nebois; Houda Fillion πŸ“‚ Article πŸ“… 1991 πŸ› Elsevier Science 🌐 French βš– 232 KB

The reactions of 2-ethoxy-2-butenal N,N-dimethylhydrazone with azanaphthoquinones are described. Quinoline-5,8-diones led mainly to a regiospecific formation of furoquinoline derivatives, while isoquinoline-5,8-dione gave in the same conditions a 1,4-dihydro-1,6\_diazaanthraquinone derivative.