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Synfacts 2010(1): 0048-0048
DOI: 10.1055/s-0029-1218415
DOI: 10.1055/s-0029-1218415
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New York
An Easy Way to Trifluoromethanesulfanyls
A. Ferry, T. Billard*, B. R. Langlois, E. Bacqué
Université Lyon 1, Villeurbanne and Sanofi-Aventis S.A., Vitry-Sur-Seine, France
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Publikationsverlauf
Publikationsdatum:
21. Dezember 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.