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Issue 16, 2018
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Palladium-catalyzed carbonylation of thioacetates and aryl iodides for the synthesis of S-aryl thioesters

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Abstract

Thioesters were synthesized via palladium-catalyzed carbonylation of thioacetates and aryl iodides. S-Aryl thioacetates coupled with carbon monoxide and aryl iodides to afford the desired S-aryl thioesters in good yields. The reaction showed good functional group tolerance toward fluoro, chloro, ketone, ester, aldehyde, cyano, and nitro groups. The tandem reaction of the direct S-arylation of aryl iodides from potassium thioacetate (KSAc) and subsequent carbonylation of the intermediates S-aryl thioacetates provided S-aryl thioesters in moderate-to-good yields.

Graphical abstract: Palladium-catalyzed carbonylation of thioacetates and aryl iodides for the synthesis of S-aryl thioesters

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Publication details

The article was received on 11 May 2018, accepted on 04 Jul 2018 and first published on 04 Jul 2018


Article type: Research Article
DOI: 10.1039/C8QO00466H
Citation: Org. Chem. Front., 2018,5, 2447-2452

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    Palladium-catalyzed carbonylation of thioacetates and aryl iodides for the synthesis of S-aryl thioesters

    M. Kim, S. Yu, J. G. Kim and S. Lee, Org. Chem. Front., 2018, 5, 2447
    DOI: 10.1039/C8QO00466H

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