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Issue 64, 2016
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Mechanistic insights into the potassium tert-butoxide-mediated synthesis of N-heterobiaryls

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Abstract

We report herein that symmetrical and non-symmetrical N-heterobiaryls are produced by a potassium tert-butoxide-mediated dimerization of heterocyclic N-oxides. The reaction is scalable and transition metal-free, and can be carried out under thermal and microwave conditions. Preliminary mechanistic studies point to the involvement of radical anionic intermediates arising from the N-oxide substrates and potassium tert-butoxide.

Graphical abstract: Mechanistic insights into the potassium tert-butoxide-mediated synthesis of N-heterobiaryls

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Publication details

The article was received on 08 Jun 2016, accepted on 14 Jul 2016 and first published on 15 Jul 2016


Article type: Communication
DOI: 10.1039/C6CC04816A
Citation: Chem. Commun., 2016,52, 9945-9948
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    Mechanistic insights into the potassium tert-butoxide-mediated synthesis of N-heterobiaryls

    D. E. Stephens, J. Lakey-Beitia, J. E. Burch, H. D. Arman and O. V. Larionov, Chem. Commun., 2016, 52, 9945
    DOI: 10.1039/C6CC04816A

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