摘要
Electrochemical oxidation of 3-methylcatechol as a model compound has been studied in the presence of 1, 10-phenanthroline as a bi-dentate nucleophile in water/acetonitrile （70/30, v/v） solution using cyclic voltammetry and controlled-potential coulometry. The results revealed that anodically generated 3-methylcyclohexa-3,5-diene-1,2-dione participates in inter and intramolecular Michael addition reactions with 1,10-phenanthroline and via an ECEC pathway converts to the corresponding heterocyclic compound. The present work has ted to the development of a facile and one-pot method with high atom economy under ambient conditions and in an undivided cell using a carbon electrode.
Electrochemical oxidation of 3-methylcatechol as a model compound has been studied in the presence of 1, 10-phenanthroline as a bi-dentate nucleophile in water/acetonitrile （70/30, v/v） solution using cyclic voltammetry and controlled-potential coulometry. The results revealed that anodically generated 3-methylcyclohexa-3,5-diene-1,2-dione participates in inter and intramolecular Michael addition reactions with 1,10-phenanthroline and via an ECEC pathway converts to the corresponding heterocyclic compound. The present work has ted to the development of a facile and one-pot method with high atom economy under ambient conditions and in an undivided cell using a carbon electrode.
基金
the Bu-Ali Sina University Research Council and Center of Excellence in Development of Chemical Methods(CEDCM) for support of this work
