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Synthesis 2016; 48(08): 1246-1252
DOI: 10.1055/s-0035-1561565
DOI: 10.1055/s-0035-1561565
paper
Copper-Mediated Oxidative Trifluoromethylthiolation of Potassium Aryltrifluoroborates with Elemental Sulfur and Ruppert–Prakash Reagent
Further Information
Publication History
Received: 08 December 2015
Accepted after revision: 14 January 2016
Publication Date:
17 February 2016 (online)
§ These authors contributed equally to this work.
Abstract
A facile procedure for the copper-mediated oxidative trifluoromethylthiolation of potassium aryl- and heteroaryltrifluoroborates with Ruppert–Prakash reagent and elemental sulfur is presented. Aryl trifluoromethyl thioethers can be prepared in good to moderate yield under mild reaction conditions.
Key Words
aryl trifluoromethyl thioethers - trifluoromethylthiolation - potassium aryltrifluoroborates - copper - Ruppert–Prakash reagent - elemental sulfurSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1561565.
- Supporting Information
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For reviews, see:
For reviews on trifluoromethylations, see:
For copper-mediated trifluoromethylations, see:
For radical trifluoromethylations, see:
For trifluoromethylations via C–H activation, see:
For a long-lived trifluoromethanide anion, see:
For copper-mediated ortho-trifluoromethylthiolation, see:
For rhodium-catalyzed trifluoromethylthiolation via C–H activation, see:
For an initially proposed electrophilic hypervalent iodine reagent, see:
For a revised reagent (trifluoromethanesulfenates), see:
For structure–reactivity relationship of trifluoromethanesulfenates, see: