A convenient metal-free reagent for the generation and capture of trifluoromethanethiol.

Abstract : O-Octadecyl-S-trifluorothiolcarbonate is a cheap and storable crystalline source of trifluoromethanethiol that can be prepared in two steps on a multigram scale from trifluoroacetic anhydride and sodium O-octadecyl-dithiocarbonate (xanthate). It reacts directly with gramines or with α-bromoketones and -esters in the presence of KF and pyrrolidine to give the corresponding trifluoromethyl sulfides in generally high yield.
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Submitted on : Wednesday, March 26, 2014 - 9:30:28 PM
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Shi-Guang Li, Samir Zard. A convenient metal-free reagent for the generation and capture of trifluoromethanethiol.. Organic Letters, American Chemical Society, 2013, 15 (22), pp.5898-58901. ⟨10.1021/ol403038f⟩. ⟨hal-00966609⟩

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