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Spiro-annulated cyclohexa-2,5-dienones via electrooxidation of p-aryl phenols a novel mode of anodic carbon-carbon bond formation

✍ Scribed by Gary W. Morrow; John S. Swenton


Book ID
104228044
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
243 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis


Intramolecular trapping of the reactive intermediate from anodic oxidation of 2'.alkenyl substituted p-aryl phenols, followed by solvent capture, affords 4aryl-4-alkyl-cyclohexa-2,5-dienones. Anodic addition reactions of oxygen nucleophiles to aromatic substrates serve as useful routes to oxygenated aromatic compounds, protected quinone derivatives, and p-quinols. 1 The synthetic utility of such anodic oxidations would be significantly enhanced if carbon rather than oxygen nucleophiles could be captured during the oxidation. However, with the exception