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Updated: Jul 12, 2025

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
Photocatalytic Phosphine-Mediated Thioesterification of Carboxylic Acids with Disulfides
Junqi Su1, Aobo Chen1, Guofeng Zhang1
1School of Chemistry, Dalian University of Technology, Dalian, Liaoning 116024, People's Republic of China.
Abstract:
Herein, a practical and effective synthesis of thioesters from readily available carboxylic acids and odorless disulfides was developed under photocatalytic conditions. This approach involves phosphoranyl radical-mediated fragmentation to generate acyl radicals and allows for incorporation of both S atoms of the disulfides into the desired products. In addition to batch reactions, a continuous-flow reactor was employed, enabling rapid thioester synthesis on a gram scale. Preliminary experimental mechanistic studies and the rapid synthesis of dalcetrapib are also demonstrated.
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