A kind of synthetic method of many substituted imidazoles

Abstract

The invention discloses a synthetic method of polysubstituted imidazoles, which is characterized in that, the method comprises the following steps: mixing acetophenone and benzylamine according to 1:3 proportion; stirring the mixture under the oxygen and solvent-free condition at 40 DEG C. and reacting for 24 hours; carrying out TLC detection; obtaining the object products by column chromatography isolation. The method does not need extra solvents, thereby reducing usage and discharge of organic solvent; the initial raw materials are cheap and easily available, and the synthesis cost is saved; the conversion of the reaction can be realized under the cuprous iodide and oxygen catalysis condition, and the catalysis condition is simple; the invention is carried out at 40 DEG C., and the reaction temperature low and the reaction condition is mild.

Description

technical field [0001] The invention belongs to the field of organic chemistry and medicinal chemistry, in particular to a method for synthesizing polysubstituted imidazoles. Background technique [0002] Multi-substituted imidazoles are an important class of nitrogen-heterocyclic organic compounds, and their skeletons are widely found in some natural products, drug molecules, functional polymer materials and organic synthesis intermediates. [0003] Imidazole compounds are widely used in biomedicine, such as: [0004] cimetidine (1) (anti-peptic ulcer drugs); [0005] Ketoconazole (2) (antifungal agents, Wilson and Gisvold's Textbook of Organic Medicinal and Pharmaceutical Chemistry , 10th ed.; Delgado, J. N., Remers, W. A., Eds.; Lippincott-Raven: Philadelphia, PA, 1998.); [0006] apoptozole (3) (for the treatment of cystic fibrosis, J. Am. Chem. Soc. 2011, 133 , 20267–20276.). [0007] Judging from the existing literature, the most commonly used methods ...

AI Technical Summary

Problems solved by technology

[0014] 1. Need to use strong acid or strong base, and some reaction temperature is relatively high;

[0015] 2. There are few reports on the synthesis methods of 1,2,4-multi-substituted imidazoles;

[0016] 3. The reaction substrate is difficult to prepare;

[0017] 4. The catalytic system needs to add an additional organic solvent;

[0018] 5. Some catalysts are toxic;

[0019] 6. Generate more by-products or lower yield

[0020] These disadvantages limit its application in synthetic

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