Non-palladium catalyst system used for coupling reaction

Abstract

The invention discloses a non palladium catalyst system used for coupling reaction, consisting of metal power and potassium carbonate. The molar ration between the metal powder and the potassium carbonate is 1:10 to 60. Polyethylene glycol is used as solution and the metal powder is any of copper powder, samarium powder or indium powder or the mixture of the three. Compared with traditional catalyst system containing precious metal, the catalyst system adopts cheap copper powder to replace precious metal and solves the problem of high price and poisonous properties, etc. Besides, as to the substrate of low activity, the catalyst system is provided with iodine of catalytic dose, which effectively promotes the process of the reaction. The catalyst system of the invention is applicable to various coupling reaction with low cost, the catalyst can be used repeatedly, and the reaction operation and the post-processing operation are simple, thereby fit for large-scale application and industrial production.

Description

technical field [0001] The invention relates to a non-palladium catalyst system for coupling reactions, in particular to a catalyst system for coupling reactions with non-noble metals as active centers. Background technique [0002] Coupling reaction is a very useful class of reactions, especially the Suzuki-Miyaura coupling reaction, which is a very useful synthetic method for constructing carbon-carbon bonds, and is widely used in various polymers such as agrochemicals and pharmaceuticals. Synthesis of body etc. [0003] Alternative Suzuki-Miyaura coupling reaction catalysts can be palladium complexes in the presence of phosphorus ligands such as Pd(dppf) 2 or Pd(PPh 3 ) 4 . However, the use of this type of catalyst has the following problems: 1. palladium is expensive, so the cost of using this reaction to prepare organic compounds is relatively high; 2. metal palladium has strong toxicity, and its phosphorus ligand is unstable and sensitive to heat. , The reaction o...

AI Technical Summary

Problems solved by technology

However, the use of this type of catalyst has the following problems: 1. palladium is expensive, so the cost of using this reaction to prepare organic compounds is relatively high; 2. metal palladium has strong toxicity, and its phosphorus ligand is unstable and sensitive to heat. , the reaction of aromatic compounds with relatively low activity at high temperature will lead to the rapid passivation of the catalyst and the precipitation of palladium black, thus affecting its application in drug synthesis and other occasions

Although it is claimed to be a copper: metal salt colloidal catalyst formed by formate, copper metal salt and metal salts other than copper in the claims, it is a copper / palladium colloidal catalyst in reality, which still has high price and toxicity. And other issues

[0007] The document Eur.J.Org.Chem.2006.2063-2066 introduced a catalytic system, including cuprous iodide and ligand DABCO (1,4-diaza-bicyclo[2.2.2]octane), the catalytic system for aryl The Suzuki-Miyaura coupling reaction of iodides gives moderate yields, but for the reaction of aryl bromides, it is necessary to increase the reaction temperature and use an equivalent amount of ligand DABCO, or to add a phase transfer catalyst such as TBAB to the system. (Tetrabutylammonium bromide), which increases the operating cost of the reaction; and, this catalytic system is only suitable for aryl iodide or bromide, and cannot play a catalytic role for aryl chloride