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Synthesis of thioesters using an electrochemical three-component reaction involving elemental sulfur.

Gongbo LiuShuoyu XuYangyang YueChanghui SuWangze Song
Published in: Chemical communications (Cambridge, England) (2024)
An electrochemical three-component reaction involving elemental sulfur is disclosed for achieving a metal-free, oxidant-free synthesis of thioesters in a high atom-economical, step-economical and chemoselective manner. A mechanistic investigation indicates that the use of elemental sulfur to trap acyl radical derived from radical umpolung of α-keto acid with an electrochemical design can efficiently generate a carbonyl thiyl radical, which can further be captured by diazoalkane to afford various thioesters.
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