화학공학소재연구정보센터
Journal of Applied Electrochemistry, Vol.38, No.12, 1743-1747, 2008
Electrochemical study of catechols in the presence of 2-thiazoline-2-thiol: application to electrochemical synthesis of new 4,5-dihydro-1,3-thiazol-2-ylsulfanyl-1,2-benzenediol derivatives
Electrochemical oxidation of catechols (1a-d) has been studied in the presence of 2-thiazoline-2-thiol (3) as a nucleophile in aqueous solution, using cyclic voltammetry and controlled potential coulometry. The results indicate that the quinones derived from catechols (1a-d), participate in Michael addition reactions with 2-thiazoline-2-thiol and via an EC mechanism pathway, convert to the corresponding catechols derivatives (4a-d and 4'd). The electrochemical synthesis of compounds (4a-d and 4'd) has been successfully performed at a carbon rod electrode and in an undivided cell with good yield and high purity. The products have been characterized by IR, 1H NMR, 13C NMR and MS.