Jump to main content
Jump to site search

Issue 30, 2016
Previous Article Next Article

Late stage trifluoromethylthiolation strategies for organic compounds

Author affiliations


Substitution by the CF3S group allows for an increase in lipophilicity and electron-withdrawing properties along with an improvement in the bioavailability of medicinal targets; consequently, the late stage introduction of CF3S moieties into medicinal scaffolds is a sought-after strategy in synthetic organic chemistry. Different newly-developed electrophilic and nucleophilic reagents are used to effect the trifluoromethylthiolation of (hetero)aromatic compounds, aliphatic compounds (alkyl, alkenyl, alkynyl substrates), the trifluoromethylthiolation at the α- and β-carbonyl positions, and heteroatoms (N- and S-). Such reactions can involve homolytic substitutions, or functional-group substitutions (ipso). Addition reactions of electrophilic reagents to double and triple bonds followed by ring-cyclizations will be shown to yield relevant CF3S-substituted heteroaromatic compounds with relevant pharmacological action.

Graphical abstract: Late stage trifluoromethylthiolation strategies for organic compounds

Back to tab navigation
Please wait while Download options loads

Publication details

The article was received on 10 Apr 2016, accepted on 08 Jun 2016 and first published on 08 Jun 2016

Article type: Review Article
DOI: 10.1039/C6OB00763E
Citation: Org. Biomol. Chem., 2016,14, 7150-7182
  •   Request permissions

    Late stage trifluoromethylthiolation strategies for organic compounds

    S. Barata-Vallejo, S. Bonesi and A. Postigo, Org. Biomol. Chem., 2016, 14, 7150
    DOI: 10.1039/C6OB00763E

Search articles by author