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Atom- and step-economical nucleophilic arylation of azaaromatics via electrochemical oxidative cross C–C coupling reactions

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Abstract

The synthesis of asymmetrical bi(het)aryls through direct functionalization of the C(sp2)–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 SHN methodology for modification of azaaromatic compounds has first been demonstrated.

Graphical abstract: Atom- and step-economical nucleophilic arylation of azaaromatics via electrochemical oxidative cross C–C coupling reactions

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Publication details

The article was received on 14 Mar 2017, accepted on 28 Apr 2017 and first published on 28 Apr 2017


Article type: Communication
DOI: 10.1039/C7GC00789B
Citation: Green Chem., 2017, Advance Article
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    Atom- and step-economical nucleophilic arylation of azaaromatics via electrochemical oxidative cross C–C coupling reactions

    O. N. Chupakhin, A. V. Shchepochkin and V. N. Charushin, Green Chem., 2017, Advance Article , DOI: 10.1039/C7GC00789B

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