1572185-50-2Relevant articles and documents
Preparation method of 2-bromo-4-fluoro-6-methylphenol
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Paragraph 0027; 0030-0031; 0036-0043, (2020/11/09)
The invention discloses a preparation method of 2-bromo-4-fluoro-6-methylphenol, and belongs to the technical field of fine chemical engineering. The preparation method of 2-bromo-4-fluoro-6-methylphenol comprises the following steps of: (1) diazotization hydrolysis reaction: carrying out diazotization hydrolysis reaction on 2-methyl-4-fluoroaniline to obtain 2-methyl-4-fluorophenol; and (2) bromination reaction: carrying out bromination reaction on the 2-methyl-4-fluorophenol prepared in the step (1) to prepare the 2-bromo-4-fluoro-6-methylphenol. According to the method, nitrosyl sulfuric acid is adopted as an acylation reagent, waste acid obtained after diazotization hydrolysis is completed does not contain salt, acidic wastewater is easy to treat, and industrial production is facilitated; bromine used in the bromination reaction is greatly reduced, and the technological process is more environmentally friendly.
Redox-Neutral Coupling between Two C(sp3)?H Bonds Enabled by 1,4-Palladium Shift for the Synthesis of Fused Heterocycles
Rocaboy, Ronan,Anastasiou, Ioannis,Baudoin, Olivier
supporting information, p. 14625 - 14628 (2019/09/16)
The intramolecular coupling of two C(sp3)?H bonds to forge a C(sp3)?C(sp3) bond is enabled by 1,4-Pd shift from a trisubstituted aryl bromide. Contrary to most C(sp3)?C(sp3) cross-dehydrogenative couplings, this reaction operates under redox-neutral conditions, with the C?Br bond acting as an internal oxidant. Furthermore, it allows the coupling between two moderately acidic primary or secondary C?H bonds, which are adjacent to an oxygen or nitrogen atom on one side, and benzylic or adjacent to a carbonyl group on the other side. A variety of valuable fused heterocycles were obtained from easily accessible ortho-bromophenol and aniline precursors. The second C?H bond cleavage was successfully replaced with carbonyl insertion to generate other types of C(sp3)-C(sp3) bonds.