Copper-mediated oxidative pentafluoroethylthiolation of aryl boronic acids with TMSC2F5 and elemental sulfur

Perfluoroalkylation of Thiosulfonates: Synthesis of Perfluoroalkyl Sulfides

“…As a proof of concept, both aryl- and alkyl-substituted pentafluoroethylthiolated ( 3a , b ) and heptafluoropropylthiolated ( 4a , b ) products were successfully synthesized in good to excellent yields. Compared to a known literature method employing the same nucleophiles (Scheme b), our conditions are more streamlined, avoiding the use of excess metal salts and multiple reagents.…”

Visible-light-promotedS-trifluoromethylation of thiophenols with trifluoromethyl phenyl sulfone

“…Pentafluorothio (C 2 F 5 S)-containing compounds are useful in pharmaceuticals and agrochemicals,13 but there are few synthetic methods of pentafluoroethyl aryl sulfide. 14 We found that, in addition to S -trifluoromethylation, our synthetic protocol is also suitable for S -pentafluoroethylation ( 3u and 3v ) and S -perfluoroisopropylation (see 3w ). This S -trifluoromethylation method also worked well for a complex molecule ( 1x ), and the desired product 3x was obtained in excellent yield (91%).…”

The Perfluoroalkylthiolation Reaction of Indoles and Activated Arenes with Perfluoroalkanesulfenic Acids

“…Compared with numerous reports on trifluoromethylthiolation, [11] studies on perfluoroalkylthiolation are relatively few. So far, the direct introduction of RfS groups has been realized with perfluoroalkyl‐DAST, [12a] RfSOX, [12b–e] RfSCl, [12f] TMSC 2 F 5 /S 8 [12g] or Me 4 NSC 2 F 5 [12h] as perfluoroalkylthiolation reagents. In recent years, we have been working on the reactions and synthetic applications of reactive perfluoroalkylated sulfur‐containing compounds [12c–d,13] .…”