401-78-5Relevant articles and documents
Base-catalyzed aryl halide isomerization enables the 4-selective substitution of 3-bromopyridines
Bandar, Jeffrey S.,Puleo, Thomas R.
, p. 10517 - 10522 (2020/10/18)
The base-catalyzed isomerization of simple aryl halides is presented and utilized to achieve the 4-selective etherification, hydroxylation and amination of 3-bromopyridines. Mechanistic studies support isomerization of 3-bromopyridines to 4-bromopyridines proceedsviapyridyne intermediates and that 4-substitution selectivity is driven by a facile aromatic substitution reaction. Useful features of a tandem aryl halide isomerization/selective interception approach to aromatic functionalization are demonstrated. Example benefits include the use of readily available and stable 3-bromopyridines in place of less available and stable 4-halogenated congeners and the ability to converge mixtures of 3- and 5-bromopyridines to a single 4-substituted product.
Efficient and practical 3-bromobenzotrifluoride synthesis method
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Paragraph 0023-0028, (2018/10/19)
The invention discloses an efficient and practical 3-bromobenzotrifluoride synthesis method, which comprises the following concrete steps that (1) acetic acid and water are added into a reaction container; then, 98-percent sulphuric acid is dropwise added; (2) benzotrifluoride is added; sodium bromide is added in batches; the temperature during the charging is controlled not to exceed 45 DEG C; (3) after the reaction is completed, the material temperature in the container is lowered to 30 DEG C or below; after the still standing, an organic layer A is separated out; meanwhile, a water layer Bis left; (4) an organic solvent is added into the water layer B; extraction is performed once; an organic layer C is separated out; (5) the organic layers A and C are merged; water is added into a mixed solution; after the stirring, still standing is performed in a liquid separating funnel; an upper layer water phase and a lower organic layer are separated; (6) the organic layer obtained in the step (5) is washed by a NaOH water solution; (7) the organic layer in the step (6) is subjected to operations such as separation and drying, 3-bromobenzotrifluoride can be obtained. The NaBrO3-H2SO4-CH3COOH system is adopted for reaction; three wastes (waste water, waste solid and waste gas) are few; high efficiency and practicability are realized.
Copper-Promoted Conversion of Aromatic Amines into Trifluoromethylated Arenes: One-Pot Sandmeyer Trifluoromethylation
Hong, Jianquan,Wang, Guifu,Huo, Lianguang,Zheng, Changge
supporting information, p. 1761 - 1767 (2017/09/06)
A simple copper-promoted one-pot Sandmeyer trifluoromethylation of aromatic amines with Langlois’ reagent has been demonstrated. The reaction is performed in mild reaction conditions under an air atmosphere with good substrate scope and functional group compatibility. It provides an alternative and straightforward synthetic approach to access a variety of trifluoromethylated arenes.