title: Direct Electrophilic (Benzenesulfonyl)Difluoromethylthiolation with a Shelf-Stable Reagent.
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.
authors.affiliation: Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246), Univ Lyon, Université Lyon 1, CNRS, 43 Bd du 11 novembre 1918, 69622, Villeurbanne, France.|CERMEP - in vivo imaging, Groupement Hospitalier Est, 59 Bd Pinel, 69003, Lyon, France.
authors.forename: Ermal
authors.initials: E
authors.lastname: Ismalaj
authors.affiliation: Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246), Univ Lyon, Université Lyon 1, CNRS, 43 Bd du 11 novembre 1918, 69622, Villeurbanne, France.|CERMEP - in vivo imaging, Groupement Hospitalier Est, 59 Bd Pinel, 69003, Lyon, France.
authors.forename: Didier
authors.initials: D
authors.lastname: Le Bars
authors.affiliation: Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246), Univ Lyon, Université Lyon 1, CNRS, 43 Bd du 11 novembre 1918, 69622, Villeurbanne, France. Thierry.billard@univ-lyon1.fr.|CERMEP - in vivo imaging, Groupement Hospitalier Est, 59 Bd Pinel, 69003, Lyon, France. Thierry.billard@univ-lyon1.fr.
authors.forename: Thierry
authors.identifier: http://orcid.org/0000-0002-2937-9523
authors.initials: T
authors.lastname: Billard
keywords: (benzenesulfonyl)difluoromethanesulfenamide; aromatic substitution; difluoromethylthiolation; electrophilic addition; fluorine