An environmentally friendly electrochemical method for synthesis of benzofuranoquinone derivatives.
Electrochemical oxidation of catechols (1a-c) has been studied in the presence of 2-hydroxy-1,4-naphtoquinone (3b) in aqueous solutions, using cyclic voltammetry and controlled-potential coulometry. The results indicated that the electrochemically generated o-benzoquinones (2a-c) participate in Michael addition reaction with 3b to the corresponding benzofuranoquinones (8a-c, 10a-c). The electrochemical synthesis of these compounds has been successfully preformed at a carbon rod electrode with good yields using an environmentally friendly method.
Davarani
Saied Saeed Hosseiny
SS
Department of Chemistry, Faculty of Science, Shahid Beheshti University, Tehran, Iran. nemat@basu.ac.ir
Shamsipur
Mojtaba
M
Nematollahi
Davood
D
Ramyar
Somayyeh
S
Masoumi
Leila
L
D001572:Benzofurans / Q000138:chemical synthesis*; D004563:Electrochemistry; D004566:Electrodes; D004787:Environmental Pollution / Q000517:prevention & control*; D006863:Hydrogen-Ion Concentration; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction
D001572:Benzofurans; D009285:Naphthoquinones; C005090:lawsone