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Issue 64, 2018
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Transition metal-free, chemoselective arylation of thioamides yielding aryl thioimidates or N-aryl thioamides

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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

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Publication details

The article was received on 15 Jun 2018, accepted on 05 Jul 2018 and first published on 05 Jul 2018


Article type: Communication
DOI: 10.1039/C8CC04795B
Citation: Chem. Commun., 2018,54, 8810-8813
  • Open access: Creative Commons BY license
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    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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