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Direct Electrophilic (Benzenesulfonyl)Difluoromethylthiolation with a Shelf‐Stable Reagent |
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| Authors: | Ermal Ismalaj Dr. Didier Le Bars Dr. Thierry Billard |
| Affiliation: | 1. Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246), Univ Lyon, Université Lyon 1, CNRS, Villeurbanne, France;2. CERMEP – in vivo imaging, Groupement Hospitalier Est, Lyon, France;3. http://www.FMI‐Lyon.fr |
| Abstract: | The (benzenesulfonyl)difluoromethylsulfanyl (PhSO2CF2S) group is a valuable substituent with specific properties which can provide access to new applications of fluoroalkylthiolated compounds. Direct introduction of this moiety can be performed by in an electrophilic manner by using a new shelf‐stable reagent, namely a (benzenesulfonyl)difluoromethanesulfenamide. Furthermore, mild magnesium‐mediated reduction of the PhSO2CF2S group leads to a facile synthesis of difluoromethylthiolated molecules and their deuterated analogs. |
| Keywords: | aromatic substitution (benzenesulfonyl)difluoromethanesulfenamide difluoromethylthiolation electrophilic addition fluorine |