✦ LIBER ✦
Mechanistical insight into ‘electrophilic’ trifluoromethylation with S-(trifluoromethyl)dibenzothiophenium salts
✍ Scribed by Yohan Macé; Charlotte Pradet; Matthew Popkin; Jean-Claude Blazejewski; Emmanuel Magnier
- Book ID
- 104098164
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 570 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Trifluoromethyl sulfonium salts are widely used for the introduction of a trifluoromethyl group through reaction with a wide range of nucleophiles. Nevertheless, the reaction mechanism is far from obvious and has been the subject of various literature discussions. In this Letter, we show, through trapping experiments with a radical probe that, at least in the case of nucleophiles such as enol silyl ethers, the reaction proceeds by SET.