Journal of Organic Chemistry 2002-07-12

Electroorganic synthesis of new benzofuro[2,3-d]pyrimidine derivatives.

Davood Nematollahi, Hassan Goodarzi

Index: J. Org. Chem. 67(14) , 5036-39, (2002)

Full Text: HTML

Abstract

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.