Atom- and step-economical nucleophilic arylation of azaaromatics via electrochemical oxidative cross C-C coupling reactionsElectronic supplementary information (ESI) available: General information, experimental procedures, characterization data and copies of 1H NMR and 13C NMR. See DOI: 10.1039/c7gc00789b

• Main Authors: Chupakhin, O. N, Shchepochkin, A. V, Charushin, V. N
• Format: Journal Article
• Language: English
• Published: 03.07.2017
• ISSN: 1463-9262; 1463-9270
• DOI: 10.1039/c7gc00789b

The synthesis of asymmetrical bi(het)aryls through direct functionalization of the C(sp 2 )-H bond in azaaromatics with fragments of (hetero)aromatic nucleophiles has first been carried out under electrochemical oxidative conditions. This versatile method for C-C bond formation between two aryl fragments can be realized under very mild potential-controlled oxidative conditions, and it does require neither incorporation of any halogen atoms or other leaving groups, nor the use of metal catalysts. The use of the electrochemical S H N methodology for modification of azaaromatic compounds has first been demonstrated. A simple and efficient electrochemical method for the synthesis of asymmetrical bi(het)aryls through direct functionalization of the C(sp 2 )-H bond in azaaromatics with fragments of (hetero)aromatic nucleophiles has been developed.