Preparation method of novel 5-acylamino-1,4,5-trisubstituted 1,2,3-triazole
An amide group, tri-substituted technology, applied in the field of organic synthesis, can solve problems such as no public reports on the preparation technology, and achieve the effects of high reaction efficiency and mild reaction conditions
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Embodiment 1
[0020] Example 1: Preparation of 1-benzyl-4-phenyl-5-(pyrazolin 2-one group)-1H-1,2,3-triazole
[0021] 3-Phenylethynyl-pyrazolin 2-one (0.2 mmol, 37.4 mg) was dissolved in dichloromethane (2 mL) under air, and benzyl azide (0.3 mmol, 40.2 mg) and [ Ir(COD)Cl] 2 (0.005mmol, 3.3mg), the reaction mixture was stirred at room temperature, and reacted for 12h. After the reaction, 59.5mg of a yellow solid product was obtained by column chromatography, with a yield of 93%.
Embodiment 2
[0022] Example 2: Preparation of 1-benzyl-4-p-methoxyphenyl-5-(pyrazolin 2-one)-1H-1,2,3-triazole
[0023] Under air, 3-p-methoxyphenylethynyl-pyrazolin 2-one (0.2mmol, 43.4mg) was dissolved in dichloromethane (2mL), and benzyl azide (0.3mmol, 40.2 mg) and [Ir(COD)Cl] 2 (0.005mmol, 3.3mg), the reaction mixture was stirred at room temperature, and reacted for 12h. After the reaction, 67.2mg of a yellow liquid product was obtained by column chromatography, with a yield of 96%.
Embodiment 3
[0024] Example 3: Preparation of 1-benzyl-4-p-chlorophenyl-5-(pyrazolin 2-one)-1H-1,2,3-triazole
[0025] 3-p-Chlorophenylethynyl-pyrazolin 2-one (0.2 mmol, 44.2 mg) was dissolved in dichloromethane (2 mL) under air, and benzyl azide (0.3 mmol, 40.2 mg) was added and [Ir(COD)Cl] 2 (0.005mmol, 3.3mg), the reaction mixture was stirred at room temperature, and reacted for 12h. After the reaction, 60.2mg of a white solid product was obtained by column chromatography, with a yield of 85%.
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