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Metal-Free Direct Trifluoromethylthiolation of Aromatic Compounds Using Triptycenyl Sulfide Catalyst
- Source :
- Organic Letters; March 2021, Vol. 23 Issue: 6 p2380-2385, 6p
- Publication Year :
- 2021
-
Abstract
- Herein we report an efficient synthetic method for the electrophilic trifluoromethylthiolation of aromatic compounds. The key is to use triptycenyl sulfide (Trip-SMe) and TfOH to enhance the electrophilicity of SCF3fragment through the formation of sulfonium intermediates. This method enables direct installation of an SCF3group onto unactivated aromatics at room temperature, adopting a commercially available saccharin-based reagent. Preliminary DFT calculation was carried out to investigate the substitution effect on the catalytic activity.
Details
- Language :
- English
- ISSN :
- 15237060 and 15237052
- Volume :
- 23
- Issue :
- 6
- Database :
- Supplemental Index
- Journal :
- Organic Letters
- Publication Type :
- Periodical
- Accession number :
- ejs55591363
- Full Text :
- https://doi.org/10.1021/acs.orglett.1c00727