Selective trifluoromethylthiolation of heteroaromatic sp2 C–H bonds with the 2nd generation of trifluoromethanesulfenamide reagent

•Heterocycles are important in bioactive compounds.•Very lipophilic SCF3 group increases the biodisponibility.•Selective trifluoromethylthiolation with 2nd generation trifluoromethanesulfenamide.•Easy access to functionalized CF3S-heterocycles.

By applying a well-established protocol of selective deprotonation of heteroarenes, the selective trifluoromethylthiolation of various heteroaromatic compounds has been performed, by using the 2nd generation of trifluoromethanesulfenamide reagent. With such strategy, functionalized heteroarenes could be synthesized as potential trifluoromethylthiolated building-blocks.

Graphical abstractThe 2nd generation of trifluoromethanesulfenamide reagent allows the selective trifluoromethylthiolation of heteroarenes via a selective deprotonation strategy.Figure optionsDownload full-size imageDownload as PowerPoint slide