Issue 64, 2018

Transition metal-free, chemoselective arylation of thioamides yielding aryl thioimidates or N-aryl thioamides

Abstract

Reactions of secondary thioamides with diaryliodonium salts under basic, transition metal-free conditions resulted in chemoselective S-arylation to provide aryl thioimidates in good to excellent yields. Equimolar amounts of thioamide, base and diaryliodonium salt were sufficient to obtain a diverse selection of products within short reaction times. Reactions with thiolactams delivered N-arylated thioamides in good yield at room temperature.

Graphical abstract: Transition metal-free, chemoselective arylation of thioamides yielding aryl thioimidates or N-aryl thioamides

Supplementary files

Article information

Article type
Communication
Submitted
15 Jun 2018
Accepted
05 Jul 2018
First published
05 Jul 2018
This article is Open Access
Creative Commons BY license

Chem. Commun., 2018,54, 8810-8813

Transition metal-free, chemoselective arylation of thioamides yielding aryl thioimidates or N-aryl thioamides

P. Villo, G. Kervefors and B. Olofsson, Chem. Commun., 2018, 54, 8810 DOI: 10.1039/C8CC04795B

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