Photoinduced Trifluoromethylselenolation of Aryl Halides with [Me<sub>4</sub>N][SeCF<sub>3</sub>]
Fei Li, Xue Han, Ziang Xu, Cheng‐Pan Zhang
Abstract
A visible-light-induced metal-free trifluoromethylselenolation of aryl iodides and bromides with [Me 4 N][SeCF 3 ] is described. The reaction was conducted at ambient temperature by successfully harnessing the light-sensitive SeCF 3 reagent. Mechanistically, the EDA complexes between aryl halide and the − SeCF 3 anion or the base might be formed and excited by light, which subsequently undergo intracomplex SET processes to generate aryl and •SeCF 3 radicals as key intermediates, allowing a convenient and green access to various aryl trifluoromethyl selenoethers.
Topics & Concepts
ArylChemistryHalideTrifluoromethylReagentRadicalPhotochemistryMetalCombinatorial chemistryOrganic chemistryAlkylFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsRadical Photochemical Reactions