title: An improved electrochemical method for the synthesis of some benzofuran derivatives.
abstract: Electrochemical oxidation of catechol and some 3-substituted catechols (1a--c) has been studied in the presence of 2-chloro-5,5-dimethyl-1,3-cyclohexanedione (3) in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the quinones derived from catechols (1a--c) participate in a Michael addition reaction with 2-chloro-5,5-dimethyl-1,3-cyclohexanedione (3) with consumption of only two electrons per molecule of (1a--c) to from the corresponding benzoforans (10a--c). The electrochemical synthesis of benzofurans has been successfully performed at a carbon rod electrode and in an undivided cell with high yields and purity.
authors.affiliation: Department of Chemistry, Shahid Beheshti University, Tehran, Iran.
authors.forename: Saied Saeed Hosseiny
authors.initials: SS
authors.lastname: Davarani
authors.forename: Nahid Mashkouri
authors.initials: NM
authors.lastname: Najafi
authors.forename: Somayyeh
authors.initials: S
authors.lastname: Ramyar
authors.forename: Leila
authors.initials: L
authors.lastname: Masoumi
authors.forename: Mojtaba
authors.initials: M
authors.lastname: Shamsipur
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002396:Catechols / Q000737:chemistry; D004563:Electrochemistry / Q000379:methods*; D015394:Molecular Structure
chemical_list: D001572:Benzofurans; D002396:Catechols