186047-38-1Relevant articles and documents
Electrophilic trifluoromethylselenolation of boronic acids
Ghiazza, Clément,Tlili, Anis,Billard, Thierry
, (2017)
Trifluoromethylselenylated compounds are emergent compounds with interesting physicochemical properties that still suffer from a lack of efficient synthetic methods. We recently developed an efficient one-pot strategy to generate in situ CF3SeCl and use it in various reactions. Herein, we continue our study of the reactivity scope of this preformed reagent. Cross-coupling reactions with aromatic and heteroaromatic boronic acids have been investigated. The expected products have been obtained, using a stoichiometric amount of copper, with moderate yields.
Fe-mediated nucleophilic trifluoromethylselenolation of activated alkyl bromides via umpolung reactivity of trifluoromethyl tolueneselenosulfinate
Grollier, Kevin,Chefdeville, Emmanuel,De Zordo-Banliat, Arnaud,Pegot, Bruce,Dagousset, Guillaume,Magnier, Emmanuel,Billard, Thierry
, (2021/10/21)
Trifluoromethyl tolueneselenosulfonate is a versatile reagent which can be reduced by iron powder to generate in situ trifluoromethylselenolate anion. This species can then react with alkyl bromide to perform SN2 reaction.
Fluoroalkylselenolation of Alkyl Silanes/Trifluoroborates under Metal-Free Visible-Light Photoredox Catalysis
Ghiazza, Clément,Khrouz, Lhoussain,Billard, Thierry,Monnereau, Cyrille,Tlili, Anis
supporting information, p. 1559 - 1566 (2019/11/03)
Herein a metal-free fluoroalkylselenolation of alkylsilanes as well as potassium alkyltrifluoroborates under visible light photocatalysis is disclosed. The developed methodologies are performed under mild conditions, room temperature in the presence of an organic photocatalyst and blue LED irradiation. Mechanistic investigations including luminescence and EPR spectroscopy allow us to shed light on both mechanisms.
