Electrochemical synthesis of amino-substituted 1,2-benzoquinone derivatives
The electrooxidation of 3-substituted catechols ( 1) has been studied in the presence of dibenzylamine ( 3) in water + acetonitrile (90/10) solution, using electrochemical and spectroelectrochemical methods. The o-benzoquinones ( 2) derived from catechols ( 1) participate in Michael addition reactio...
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Published in | Journal of electroanalytical chemistry (Lausanne, Switzerland) Vol. 577; no. 2; pp. 197 - 203 |
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Main Authors | , |
Format | Journal Article |
Language | English |
Published |
Amsterdam
Elsevier B.V
01.04.2005
Elsevier Science |
Subjects | |
Online Access | Get full text |
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Summary: | The electrooxidation of 3-substituted catechols (
1) has been studied in the presence of dibenzylamine (
3) in water
+
acetonitrile (90/10) solution, using electrochemical and spectroelectrochemical methods. The
o-benzoquinones (
2) derived from catechols (
1) participate in Michael addition reactions with dibenzylamine (
3) to form the corresponding monoamino-substituted
o-benzoquinones (
5). We propose a mechanism for the electrode process. An efficient electrochemical synthesis of amino-substituted 1,2-benzoquinone derivatives (
5) has been performed at a carbon rod electrode in a two-compartment cell. |
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ISSN: | 1572-6657 1873-2569 |
DOI: | 10.1016/j.jelechem.2004.11.031 |