Preparation method for 1,4-disubstituted-1,2,3-triazole derivatives

Abstract

The invention discloses a preparation method for 1,4-disubstituted-1,2,3-triazole derivatives, and belongs to the technical field of organic synthetic intermediates. According to the preparation method, any of the 1,4-disubstituted-1,2,3-triazole derivative is prepared by the following steps: adopting a cheap and readily available nitro compound as a raw material, performing reduction reaction on the nitro compound and a reducing agent at room temperature to obtain the compound I, performing oxidation reaction on the compound I and sodium nitrite to obtain a compound II, then performing azido reaction on the compound II and sodium azide to obtain a compound III, and finally performing reaction on the compound III and alkyne catalyzed by copper iodide, wherein the four reaction steps are continuous in operation, and intermediate products are free of separation. The preparation method has the advantages that the cost is low, the reaction efficiency is high and the operation is convenient, and can be used in industrial production; the synthesized compound contains a 1,2,3-triazole ring structure unit; the preparation method can be applied to synthesis and modification of the organic synthetic intermediates and drugs, and serve as a novel and efficient synthesis method for drug screening.

Description

technical field [0001] The invention relates to a preparation method of 1,4-disubstituted-1,2,3-triazole derivatives, which belongs to the technical field of medicines and organic synthesis intermediates. Background technique [0002] Triazole compounds have been widely used in the fields of medicine, pesticides and materials, and have always attracted the attention of chemists. Among them, the synthesis of 1,2,3-triazole compounds has developed particularly rapidly in recent years, and has significant effects in antibacterial, bactericidal, immune, and treatment of tumors, arthritis, and rickets (Kantheti S., Narayan R. , Raju K. V. S. N. RSC Adv. , 2015, 5 , 3687; Schulze B., Schubert U.S. Chem. Soc. Rev. , 2014, 43 , 2522. Bromidge S. M., Arban R., Bertani B., Bison S., et al. Med. Chem. , 2010, 53 , 5827.). The synthesis of this type of compound is mainly through the cycloaddition reaction of alkynes and azide compounds or their precursors. According to the diff...

AI Technical Summary

Problems solved by technology

Compared with method 1, this method can save the separation process of azide compounds, and has the advantages of safe and simple operation, but it is usually difficult to avoid the disadvantages of high raw material prices and harsh reaction conditions.

[0005] The synthesis method of the above-mentioned 1,2,3-triazole derivatives usually has disadvantages such as high cost, high energy consumption, inconvenient operation, etc., and is inconvenient for industrial scale-up production