Method for synthesizing biphenylcarboxylic acid compound by using Suzuki coupling reaction

Abstract

The invention provides a method for synthesizing a biphenylcarboxylic acid compound by using the Suzuki coupling reaction. According to the method, brominated aromatic hydrocarbon and arylboronic acidare used as raw materials, and water-soluble fullerene nanopalladium is used as a catalyst; and the equation of the Suzuki coupling reaction is as described in the specification. In the equation, R1and R2 represent substituents at different positions, may be acceptor or donor substituents, and may be monosubstitutents or polysubstitutent; and R1 and R2 may be identical or different groups. The water-soluble fullerene nanopalladium catalyst is cheap, easily available and environmentally friendly, and has high catalytic activity and stable properties. When the catalyst is used for catalysis ofthe Suzuki coupling reaction, conditions are mild, anhydrous anaerobic treatment and high-temperature treatment are not needed, and cost is low. The method can be applied to the industrial synthesisof non-steroidal anti-inflammatory drugs such as diphenylacetic acid and diflunisal.

Description

technical field [0001] The invention belongs to the field of organic chemical synthesis, and relates to a method for synthesizing biphenyl carboxylic acid compounds through the Suzuki coupling reaction of brominated aromatic hydrocarbons and aryl boronic acid catalyzed by water-soluble fullerene nano-palladium, especially the synthesis of biphenyl carboxylic acid compounds by Suzuki coupling reaction. The method of benzene carboxylic acid compound. Background technique [0002] Biphenylcarboxylic acid compounds are common pharmaceutical intermediates, liquid crystal materials, polymer material monomers, and raw materials for treating certain diseases. They are widely used in the field of medicine and organic synthesis. The synthesis of such compounds usually goes through a series of aromatization reactions, diazotization reactions, Friedel-Crafts acylation reactions, Baeyer-Villiger rearrangement reactions, oxidative hydrolysis reactions, Kolbe-Schmitt reactions, etc., to fi...

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Problems solved by technology

However, there is currently no method for the green synthesis of biphenyl carboxylic acid compounds using water-soluble fullerene nano-palladium to catalyze the Suzuki coupling reaction between brominated aromatic hydrocarbons and arylboronic acids.

[0003] After searching the literature on the synthesis of biphenyl carboxylic acid compounds by Suzuki coupling reaction between brominated aromatic hydrocarbon and aryl boronic acid, it is found that most of the existing methods reported in the literature require harsh reaction conditions, and there is a large amount of catalyst used. The lowest is generally above 0.85 to 1 mol% of the ratio of reactants to raw materials, the catalytic efficiency is low, and there are problems such as unfriendly environment

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