Journal
ELECTROCHIMICA ACTA
Volume 51, Issue 16, Pages 3327-3331Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.electacta.2005.09.028
Keywords
cyclic voltammetry; electrochemical synthesis; (pyridine-2-ylthio)benzene-1,2-diols; catechols; 2-mercaptopyridine
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Electrochemical oxidation of catechols (1a-1c) has been studied in the presence of 2-mercaptopyridine (3) as a nucleophile in water solution using cyclic voltammetry and controlled-potential coulometry. The results revealed that the quinones derived from catechols (1a-1c) participate in Michael addition reaction with 2-mercaptopyridine (3) and converted to the corresponding (pyridine-2-ylthio)benzene-1,2-diol derivatives (4a-4c), via an EC mechanistic pathway. The electrochemical synthesis of compounds 4a-4c has been successfully performed at a carbon rod electrode and in an undivided cell with good yields and high purity. 2005 Elsevier Ltd. All rights reserved.
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