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Issue 4, 2014
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Sandmeyer trifluoromethylthiolation of arenediazonium salts with sodium thiocyanate and Ruppert–Prakash reagent

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Abstract

In the presence of copper thiocyanate, sodium thiocyanate and the inexpensive, easy-to-use trifluoromethylating reagent Me3Si–CF3, diazonium salts are smoothly converted into the corresponding aryl trifluoromethyl thioethers. Combined with diazotisation, this convenient and inexpensive method allows the straightforward synthesis of aryl or heteroaryl trifluoromethyl thioethers from the corresponding anilines.

Graphical abstract: Sandmeyer trifluoromethylthiolation of arenediazonium salts with sodium thiocyanate and Ruppert–Prakash reagent

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Publication details

The article was received on 06 Nov 2013, accepted on 02 Jan 2014 and first published on 06 Jan 2014


Article type: Edge Article
DOI: 10.1039/C3SC53076K
Citation: Chem. Sci., 2014,5, 1312-1316
  • Open access: Creative Commons BY-NC license
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    Sandmeyer trifluoromethylthiolation of arenediazonium salts with sodium thiocyanate and Ruppert–Prakash reagent

    G. Danoun, B. Bayarmagnai, M. F. Gruenberg and L. J. Goossen, Chem. Sci., 2014, 5, 1312
    DOI: 10.1039/C3SC53076K

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