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Nematollahi, Davood; Ghorbani, Adel; Amani, Amene; Salehzadeh, Hamid; Beiginejad, Hadi
Chinese chemical letters, 03/2013, Letnik: 24, Številka: 3Journal Article
The electrochemical oxidation of 2,5-dihydroxybenzoic acid (1) has been studied in the presence of 1,3- cyclopentadiene (2) as a diene in water/ethanol (40/60, v/v) mixture using cyclic voltammetry and controlled-potential coulometry. A plausible mechanism for the oxidation of 1 in the presence of 2 is presented. Compound 1 was converted into bis-adduct 5 via electrooxidation, Diels-Alder reaction of 2 to anodically generated 3,6-dioxocyclohexa-l,4-dienecarboxylic acid (lox), decarboxylation reaction, electrooxidation and Diels-Alder reaction. The electrochemical synthesis of 5 was performed in a one- pot reaction, without toxic reagents, at a carbon electrode in a simple cell using an environmentally friendlv method.
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