Issue 43, 2016

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

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

Supplementary files

Article information

Article type
Communication
Submitted
01 Aug 2016
Accepted
11 Oct 2016
First published
11 Oct 2016

Org. Biomol. Chem., 2016,14, 10185-10188

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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