5173-04-6Relevant academic research and scientific papers
Visible-Light-Mediated Metal-Free Synthesis of Trifluoromethylselenolated Arenes
Ghiazza, Clément,Debrauwer, Vincent,Monnereau, Cyrille,Khrouz, Lhoussain,Médebielle, Maurice,Billard, Thierry,Tlili, Anis
, p. 11781 - 11785 (2018)
The first visible-light-mediated synthesis of trifluoromethylselenolated arenes under metal-free conditions is reported. The use of an organic photocatalyst enables the trifluoromethylselenolation of arene diazonium salts using the shelf-stable reagent trifluoromethyl tolueneselenosulfonate at room temperature. The reaction does not require the presence of any additives and shows high functional-group tolerance, covering a very broad range of starting materials. Mechanistic investigations, including EPR spectroscopy, luminescence investigations, and cyclic voltammetry allow rationalization of the reaction mechanism.
Trifluoromethylselenolation of Aryldiazonium Salts: A Mild and Convenient Copper-Catalyzed Procedure for the Introduction of the SeCF3 Group
Nikolaienko, Pavlo,Rueping, Magnus
supporting information, p. 2620 - 2623 (2016/02/27)
The straightforward introduction of the trifluoromethylseleno group into aromatic and heteroaromatic compounds is accomplished by the utilization of readily available aryldiazonium tetrafluoroborates, potassium selenocyanate, and Ruppert-Prakash reagent. The reaction tolerates a wide range of aromatic and heteroaromatic diazonium salts and is also amenable to the synthesis of pentafluoroethyl selenoethers. Furthermore, the methodology can be applied directly starting from anilines.
