Oxidative trifluoromethoxylation reaction of C-H bond

As an important class of compounds, fluorine-containing organic compounds are widely used in the fields of medicine, pesticides, and functional materials. The direct functionalization of C-H bonds to introduce fluorine atoms or fluorine-containing groups is a very efficient method for synthesizing such compounds. In recent years, significant progress has been made in the fluorination, trifluoromethylation and trifluoromethylthiolation of C-H bonds. In contrast, the trifluoromethoxylation reaction based on CH bond activation, because the trifluoromethoxy anion is very unstable, it is easy to decompose to generate difluorophosgene and fluorine anion, and it lacks effective synthesis of trifluoromethoxy reagent method, the oxidative trifluoromethoxylation reaction of the CH bond has always been a difficult problem.
A scientific team used palladium to catalyze the oxidative trifluoromethoxylation reaction of the CH bond at the allyl position. Under mild conditions, CsOCF3, which has good stability and poor solubility, was used as the source of trifluoromethoxy, in the presence of AgBF4 Next, benzoquinone is used as an oxidant to slowly release AgOCF3 in the reaction, avoiding the problem of a large amount of decomposition when AgOCF3 is added at the beginning of the reaction. It can synthesize allyl trifluoromethoxy ether compounds with high selectivity. Provide an efficient preparation method.


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