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Electrochemical oxidation of catechols in the presence of 4-hydroxy-6-methyl-2-pyrone

Electrochemical oxidation of catechols ( 1a– 1c ) has been studied in the presence of 4-hydroxy-6-methyl-2-pyrone ( 3 ) as nucleophile in aqueous solution, using cyclic voltammetry and controlled-potential coulometry. The results indicate that the quinones derived from catechols ( 1a– 1c ) participa...

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Bibliographic Details
Published in:Tetrahedron 2002-06, Vol.58 (24), p.4949-4953
Main Authors: Nematollahi, Davood, Forooghi, Zinat
Format: Article
Language:English
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Summary:Electrochemical oxidation of catechols ( 1a– 1c ) has been studied in the presence of 4-hydroxy-6-methyl-2-pyrone ( 3 ) as nucleophile in aqueous solution, using cyclic voltammetry and controlled-potential coulometry. The results indicate that the quinones derived from catechols ( 1a– 1c ) participate in Michael addition reactions with 3 to form the corresponding heterocyclic compounds ( 6a– 6c ). In this work we have proposed a mechanism for the electrode process. The electrochemical synthesis of 6a– 6c has been successfully performed on carbon rod electrodes and in an undivided cell. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(02)00422-2