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

Literature Information

Publication Date 2018-07-04
DOI 10.1039/C8QO00466H
Impact Factor 5.281
Authors

Myungjin Kim, Subeen Yu, Jeung Gon Kim, Sunwoo Lee


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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.

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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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