In 2022,Schafer, Michael; Stuenkel, Timo; Daniliuc, Constantin G.; Gilmour, Ryan published an article in Angewandte Chemie, International Edition. The title of the article was 《Regio- and Enantioselective Intermolecular Aminofluorination of Alkenes via Iodine(I)/Iodine(III) Catalysis》.Reference of 2,5-Dimethoxytetrahydrofuran The author mentioned the following in the article:
The regio- and enantio-selective, intermol. vicinal fluoroamination of α-trifluoromethyl styrenes was achieved by enantioselective II/IIII catalysis. Leveraging C2-sym. resorcinol-based aryl iodide catalysts, it was possible to intercept the transient iodonium intermediate using simple nitriles, which function as both the solvent and nucleophile. In situ Ritter reaction provides direct access to the corresponding amides (up to 89% yield, e.r. 93 : 7). This main group catalysis paradigm inverts the intrinsic regioselectivity of the uncatalyzed process, thereby providing facile access to tertiary, benzylic stereocenters bearing both CF3 and F groups. Privileged phenethylamine pharmacophores was generated in which there is complete local partial charge inversion (CF3δ-/Fδ- vs. CH3δ+/Hδ+). Crystallog. analyses of representative β-fluoroamide products reveal highly pre-organized conformations that manifest the stereoelectronic gauche effect. The experimental process involved the reaction of 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Reference of 2,5-Dimethoxytetrahydrofuran)
2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. When aromatic ethers are exposed to halogen in the presence or absence of a catalyst, they undergo halogenation, such as bromination.Reference of 2,5-Dimethoxytetrahydrofuran
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem