Electrochemical oxidation of 3,4-dihydroxybenzoic acid (1) in the presence of 1,3-dimethylbarbituric acid (2) and 1,3-diethyl-2-thiobarbituric acid (3) as nucleophiles in aqueous solution has been studied using cyclic voltammetry and controlled-potential coulometry. The results indicate that 1 via Michael reaction under electro-decarboxylation reaction converts to benzofuro[2,3-d]pyrimidine derivatives (6a, 6b). The electrochemical synthesis of 6a, 6b has been successfully performed in an undivided cell in good yields and purity.
In this work the electrochemical oxidation of 4-(Piperazin-1-yl)phenols (1a,b) was studied in the water, acetonitrile and nitromethan by means of cyclic voltammetry and controlled-potential coulometry. The results revealed that p-quinone-imines generated of oxidation 4-(Piperazin-1-yl)phenols after the hydrolysis reaction participate in Michael-addition reactions with released piperazine of hydrolysis reaction of p-quinone imines. The present work has led to the development of a facile and environmentally friendly electrochemical method for the synthesis of a new derivative of 1,4-dihydroxybenzene under green conditions. In addition, the effect of water as a solute on the electrochemical response of 4-(Piperazin-1-yl)phenols (1a,b) was examined in the acetonitrile (AN) and nitromethane (NM) solvent.
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