title: Electrochemical synthesis of 4-(dihydroxyphenylthio)-2H-chromen-2-one derivatives.
abstract: The 4-(dihydroxyphenylthio)-2H-chromen-2-one derivatives have been synthesized by direct electrochemical oxidation of catechols in the presence of 4-mercaptocoumarin as a nucleophile in water/acetonitrile (50/50) solution, in a one-pot process, at carbon rod electrode, in an undivided cell and in constant current conditions, through an EC mechanism. The products are characterized by spectra data. Besides, the difference in electrochemical oxidation of catechol in the presence of 4-hydroxycoumarin and 4-mercaptocoumarin explained by computational structure, natural bond orbital (NBO) analysis and density functional theory (DFT: B3LYP/6-31G*//B3LYP/6-31G*) based methods, using the GAUSSIAN 98 package of programs.
authors.affiliation: Faculty of Chemistry, Bu-Ali-Sina University, Iran. nemat@basu.ac.ir
authors.forename: Davood
authors.initials: D
authors.lastname: Nematollahi
authors.forename: Javad
authors.initials: J
authors.lastname: Azizian
authors.forename: Mohsen
authors.initials: M
authors.lastname: Sargordan-Arani
authors.forename: Mahdi
authors.initials: M
authors.lastname: Hesari
authors.forename: Saeed
authors.initials: S
authors.lastname: Jameh-Bozorghi
authors.forename: Abdolhamid
authors.initials: A
authors.lastname: Alizadeh
authors.forename: Lida
authors.initials: L
authors.lastname: Fotouhi
authors.forename: Behrooz
authors.initials: B
authors.lastname: Mirza
mesh_terms: D015110:4-Hydroxycoumarins / Q000737:chemistry; D001578:Benzopyrans / Q000138:chemical synthesis*; D002396:Catechols / Q000737:chemistry; D004563:Electrochemistry; D006863:Hydrogen-Ion Concentration; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008958:Models, Molecular; D008968:Molecular Conformation; D010084:Oxidation-Reduction
chemical_list: D015110:4-Hydroxycoumarins; D001578:Benzopyrans; D002396:Catechols; D007202:Indicators and Reagents; C034221:catechol; C068805:4-hydroxycoumarin