Synthesis of 4-substituted hex-4-enoic and hept-5-enoic acid derivatives of 3,4-dihydro-1H-pyrano[3,4-b] benzofuran as analogues of the 1,3-dioxane thromboxane receptor antagonists

A Facile Electrochemical Method for Synthesis of New Benzofuran Derivatives

“…The present results complete the previous reports on the anodic oxidation of some catechols. − The results of this work show that catechols are oxidized in water to their respective o -quinones. The quinones are then attacked by anion 3 to form benzofuran derivatives.…”

“…Because electrochemical oxidation very often parallels cytochrome P450 catalyzed oxidation in liver microsomes, it is interesting to study the anodic oxidation of catechols in the presence of a barbiturate or β-diketone to serve as a carbon-centered nucleophile. Because of the pharmacological uses of benzofurans their syntheses and pharmacological properties have been extensively investigated. − We have recently investigated the electrooxidation of 3,4-dihydroxybenzoic acid in the presence of 1,3-dimethylbarbituric acid and 1,3-diethyl-2-thiobarbituric acid as nucleophiles and described an efficient one-pot electrochemical method for the synthesis of some new benzofuro[2,3- d ]pyrimidine derivatives . In this work, the electrochemical oxidation of 3-substituted catechols ( 1a − c ) has been studied in the presence of dimedone ( 3 ) as a carbon-centered nucleophile.…”