title: Late stage trifluoromethylthiolation strategies for organic compounds.
abstract: 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.
authors.affiliation: Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires-CONICET-Junín 954 CP 1113-Buenos Aires, Argentina. apostigo@ffyb.uba.ar.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Barata-Vallejo
authors.affiliation: Departamento de Química Orgánica, CIHIDECAR-CONICET, Pabellón II, 3er piso. and Ciudad Universitaria, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428, Buenos Aires, Argentina. smbonesi@qo.fcen.uba.ar.
authors.forename: Sergio
authors.initials: S
authors.lastname: Bonesi
authors.affiliation: Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires-CONICET-Junín 954 CP 1113-Buenos Aires, Argentina. apostigo@ffyb.uba.ar.
authors.forename: Al
authors.initials: A
authors.lastname: Postigo