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Issue 43, 2016
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Transition metal-free N-arylation of secondary amides through iodonium salts as aryne precursors

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Abstract

By using a diaryliodonium salt as a benzyne precursor, a transition metal-free approach for N-arylation of secondary amides is developed. This novel benzyne precursor, which can be prepared easily by a one step process from an aryl iodide, shows different reactivities with previous benzyne precursors in the N-arylation reaction. Mechanistic studies confirm the involvement of benzyne species (generated in situ from the diaryliodonium salts) as key intermediates.

Graphical abstract: Transition metal-free N-arylation of secondary amides through iodonium salts as aryne precursors

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Publication details

The article was received on 01 Aug 2016, accepted on 11 Oct 2016 and first published on 11 Oct 2016


Article type: Communication
DOI: 10.1039/C6OB01649A
Citation: Org. Biomol. Chem., 2016,14, 10185-10188
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    Transition metal-free N-arylation of secondary amides through iodonium salts as aryne precursors

    M. Wang and Z. Huang, Org. Biomol. Chem., 2016, 14, 10185
    DOI: 10.1039/C6OB01649A

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