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Synthesis of phenyl substituted cyclohexa-1,4-dienes and cyclohexa-2,5-dienones by anodic methoxylation of alkylbiphenyls

✍ Scribed by Isidoro Barba; Rafael Chinchilla; Cecilia Gómez

Publisher: Elsevier Science
Year: 1990
Tongue: French
Weight: 702 KB
Volume: 46
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)90078-x

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✦ Synopsis

The anodic methoxylation cd':, series of alkylbiphenyls (2-, 3-, 4-methylbiphenyl, 3,3'-, 4,4'-dimethylhiphenyl, 4-ethylbiphenyl and 4,4'-di-tea-butylhiphenyl) carried out under constant current intensity afforded, in a process of two electrons, a number of ci.s/trum cyclohexa-l,4-dienes and, in a process of four electrons, a number of cyclohexa-2,S-dienones after acidic hydrolysis (IE the corresponding cyclohexa-1,4-diene ketals. In some cases, side-chain substitution products were also obtained. Probable mechanisms are proposed.

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