| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 218167 | Journal of Electroanalytical Chemistry | 2015 | 4 Pages |
•The proposed methodology could be an attractive and useful tool in synthetic chemistry for the preparation of natural products using electrochemical methods.•This reaction proceeds in a single step by an environmentally friendly reagent-less method in aqueous solution with high atom economy at ambient conditions.•The Diels-Alder reaction can be performed under very mild conditions in the absence of any acid, base or metal catalyst.
The electrochemical reduction of 1,2-bis(bromomethyl)benzene (1a) has been investigated in the presence of naphthoquinone derivatives (2a-c) in EtOH/LiClO4 solution using cyclic voltammetry (CV) and constant-current electrolysis. The voltammetric results indicate that an electro-reductive Diels-Alder type sequential reaction occurs between 2a-c and cathodically generated o-quinodimethane (1b) to produce 3a-c as final products. The mechanism of the electrochemical reaction is proved as an electron transfer-chemical reaction (EC) pathway using the constant–current electrolysis
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide
