Ruthenium-Catalyzed Ortho-Meta Selective Hydrogen-Deuterium Exchange Reaction of Benzene Ring

The invention discloses a ruthenium-catalyzed selective hydrogen-deuterium exchange reaction in the ortho-meta position of a benzene ring. Specifically, the present invention provides a preparation method for a deuterium-labeled compound shown in formula I, comprising the following steps: under the catalysis of dichlorobis(4-methylisopropylphenyl)ruthenium, in silver acetate and triphenylphosphine Under the condition of existence, the compound represented by formula II reacts with deuterated acetic acid to obtain the deuterium-labeled compound represented by formula I. The present invention adopts dichlorobis(4-methylisopropylphenyl) ruthenium as a catalyst, which broadens the scope of application of the guiding group, and is not limited to groups such as pyrazole and pyridine, such as other azaaromatic rings, such as : Pyrazine, pyrimidine, benzimidazole, etc., can well induce the efficient exchange of hydrogen and deuterium at the ortho and meta positions of the benzene ring, and the highest deuteration rate can reach 95%. The reaction of the invention can realize the deuterium substitution of the adjacent meta-position of the benzene ring at the same time, can introduce multiple deuterium atoms, provides another simple and efficient method for the synthesis of the internal standard reagent, and has high social and economic benefits.