TY - JOUR AU - Ghiazza, Clément; Monnereau, Cyrille; Khrouz, Lhoussain; Médebielle, Maurice; Billard, Thierry; Tlili, Anis TI - New Avenues in Radical Trifluoromethylselenylation with ­Trifluoromethyl Tolueneselenosulfonate SN - 0936-5214 SN - 1437-2096 PY - 2019 JO - Synlett JF - Synlett LA - EN VL - 30 IS - 07 SP - 777 EP - 782 ET - 2018/12/11 DA - 2019/04/08 KW - trifluoromethylselenylation KW - trifluoromethyl tolueneselenosulfonate KW - arenediazonium salts KW - eosin Y KW - photochemistry KW - radical reactions AB - We demonstrated that the shelf-stable reagent trifluoromethyl tolueneselenosulfonate can be involved in radical trifluoromethylselenylation. Upon visible-light irradiation, the homolysis of the reagent could take place at room temperature. This finding is explored for unprecedented C(sp2)–SeCF3 and C(sp3)–SeCF3 processes under transition-metal-free conditions. Mechanistic investigations, including cyclic voltammetry, luminescence measurement, and EPR studies, allowed the proposal of plausible mechanisms.1 Introduction.2 Reactivity of Reagent I with Diazonium Salts3 Reactivity of Reagent I with Alkenes and Alkynes4 Conclusion PB - © Georg Thieme Verlag DO - 10.1055/s-0037-1610347 UR - http://www.thieme-connect.de/products/ejournals/abstract/10.1055/s-0037-1610347 ER -