Method for synthesizing biphenyl carboxylic acid compounds by suzuki coupling reaction

Abstract

A kind of method of the present invention utilizes Suzuki coupling reaction to synthesize biphenyl carboxylic acid compound, take brominated aromatic hydrocarbon and aryl boronic acid as raw material, use water-soluble fullerene nano palladium as catalyst, described Suzuki coupling reaction equation is as follows : where, R 1 , R 2 Represents the substituents at different positions, which can be electron-withdrawing or electron-donating substituents, or single or multiple substitutions, R 1 , R 2 It can be the same or different groups; the water-soluble fullerene nano-palladium catalyst is cheap and easy to obtain, has high catalytic activity, stable properties, and is environmentally friendly. Catalytic Suzuki coupling reaction has mild conditions, no anhydrous and oxygen-free treatment, no high temperature treatment, low cost, and can be applied to the industrial synthesis of non-steroidal anti-inflammatory drugs such as felbinac 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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