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صفحه نخست /Oxidative Diels–Alder ...
عنوان
Oxidative Diels–Alder reaction of 2,5-dihydroxybenzoic acid with 1,3-cyclopentadiene
نوع پژوهش مقاله چاپ‌شده
کلیدواژه‌ها
ECCEC pathway Electrochemical oxidation Diels–Alder reaction 1,3-Cyclopentadiene 2,5-Dihydroxybenzoic acid
چکیده
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-1,4-dienecarboxylic acid (1ox), decarboxylation reaction, electrooxidation and Diels–Alder reaction. The electrochemical synthesis of 5 was performed in a onepot reaction, without toxic reagents, at a carbon electrode in a simple cell using an environmentally friendly method.
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