Copper-catalyzed trifluoromethyl thiolation--mild and efficient synthesis of trifluoromethyl thioethers

Chemistry. 2013 Oct 11;19(42):14043-6. doi: 10.1002/chem.201302692. Epub 2013 Sep 17.

Abstract

Mild-mannered sulfur: A general method for the synthesis of vinyl trifluoromethyl thioethers starting from readily available di-, tri-, and tetrasubstituted vinyl iodides was developed. A wide variety of substrates were applied in the reaction with CuSCF3 to give the corresponding products in high yields, within short reaction times, with retention of the initial E/Z isomer ratio. In addition, a copper-catalyzed trifluoromethyl thioether protocol has been also developed.

Keywords: CS bond formation; copper; thioethers; trifluoromethyl thiolation; vinyl iodide.