Loading…
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...
Saved in:
Published in: | Tetrahedron 2002-06, Vol.58 (24), p.4949-4953 |
---|---|
Main Authors: | , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
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 |