AI Article Synopsis
- A new electrochemical method for hydrothiolation of α-trifluoromethylstyrenes using disulfides has been developed, requiring no metal catalysts and operating under mild conditions.
- This technique efficiently produces β-trifluoromethylated thioethers in moderate to good yields with a wide range of functional groups tolerated.
- The process is beneficial for late-stage drug modifications and large-scale synthesis, with its radical mechanism confirmed through experimental studies.
Article Abstract
An electrochemical Giese-type hydrothiolation of α-trifluoromethylstyrenes with disulfides is disclosed for the first time under metal-free and mild conditions. This approach provides a facile methodology for β-trifluoromethylated thioethers in moderate to good yields with high functional group tolerance starting from readily available substrates. Additionally, late-stage modification of drug molecules and gram-scale synthesis show practical advantages. The radical pathway of this reaction has been revealed by control experiments and cyclic voltammetry measurements.
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| http://dx.doi.org/10.1021/acs.joc.4c01684 | DOI Listing |
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