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A new facile electrochemical method for the synthesis of 4-(pyridine-2-ylthio)benzene-l,2-diols
Authors:Mojtaba Shamsipur  Saied Saeed Hosseiny Davarani  Davood Nematollahi
Affiliation:a Department of Chemistry, Razi University, Kermanshah, Iran
b Department of Chemistry, Shahid Beheshti University, Tehran, Iran
c Department of Chemistry, Bu-Ali Sina University, Hamadan, Iran
Abstract: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-l,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.
Keywords:Cyclic voltammetry  Electrochemical synthesis  (Pyridine-2-ylthio)benzene-l  2-diols  Catechols  2-Mercaptopyridine
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