540-36-3Relevant articles and documents
Metal-Free Photoredox-Catalyzed Hydrodefluorination of Fluoroarenes Utilizing Amide Solvent as Reductant
Toriumi, Naoyuki,Yamashita, Kazuya,Iwasawa, Nobuharu
supporting information, p. 12635 - 12641 (2021/08/03)
A metal-free photoredox-catalyzed hydrodefluorination of fluoroarenes was achieved by using N,N,N’,N’-tetramethyl-para-phenylenediamine (1) as a strong photoreduction catalyst. This reaction was applicable not only to electron-rich monofluoroarenes but also to polyfluoroarenes to afford non-fluorinated arenes. The experimental mechanistic studies indicated that the amide solvent NMP plays an important role for regeneration of the photocatalyst, enabling additive-free photoreduction catalysis.
Nucleophilic Fluorination of Heteroaryl Chlorides and Aryl Triflates Enabled by Cooperative Catalysis
Hong, Cynthia M.,Whittaker, Aaron M.,Schultz, Danielle M.
, p. 3999 - 4006 (2021/03/09)
Aryl and heteroaryl fluorides are growing to be dominant motifs in pharmaceuticals and agrochemicals, yet they are rare in both nature and commodity chemicals. As a consequence, there is an increasingly urgent need to develop mild, cost-effective, and scalable methods for fluorination. The most straightforward route to synthesize aryl fluorides is through the halide exchange "halex"reaction, but conditions, cost, and atom economy preclude most available methods from large-scale manufacturing processes. We report a new approach that leverages the cooperative action of 18-crown-6 ether and tetramethylammonium chloride to catalytically access the reactivity of tetramethylammonium fluoride and achieve halex fluorinations under mild conditions with operational ease. The described methodology readily converts both heteroaryl chlorides and aryl triflates to their corresponding (hetero)aryl fluorides in high yields and purities.
Novel manufacturing method of fluoro-aryl compounds and derivatives thereof
-
Paragraph 0225-0228; 0229-0230, (2020/01/25)
The invention relates to a novel method of manufacturing fluoro-aryl compounds and derivatives thereof, in particular, fluorobenzene and derivatives thereof. The production environment of the manufacturing method is environmentally friendly. The shortages of a conventional method are overcome through a simple and beneficial mode. Compared with the prior art, the provided method is more effective,more environmentally friendly, and more energy saving. The method is used to produce core fluorinated aromatic compounds, preferably, core fluorinated fluorobenzene. On one aspect, the invention provides a method, which is advantages in industry and uses HF and a halogenated benzene precursor to prepare fluorobenzene and hydrogen halide. Moreover, the invention provides chlorobenzene as the primary raw material to prepare fluorobenzene, which is an important material in industry, and a beneficial, unexpected and simple application of chlorobenzene. In the prior art, the provided application ofchlorobenzene is unknown.