Synfacts 2010(1): 0048-0048  
DOI: 10.1055/s-0029-1218415
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

An Easy Way to Trifluoromethanesulfanyls

Contributor(s): Timothy M. Swager, Jan M. Schnorr
A. Ferry, T. Billard*, B. R. Langlois, E. Bacqué
Université Lyon 1, Villeurbanne and Sanofi-Aventis S.A., Vitry-Sur-Seine, France
Further Information

Publication History

Publication Date:
21 December 2009 (online)

Significance

Fluorinated molecules attract much attention due to their potential applications in many fields of chemistry (e.g. pharmaceutical, agrochemical, or materials chemistry). One interesting moiety in this context is the trifluoro­methanesulfanyl (CF3S) group. The authors present a direct way to add this group to alkenes and alkynes using trifluoromethanesulfanylamides (1 or 7) which avoid the use of the previously reported very toxic reagent CF3SCl. In most cases, Lewis acid activation with BF3 OEt2 results in the best yields.