One-pot solvent-free synthesis of 1,3,5-trisubstituted 1H-pyrazoles catalyzed by H3[PW12O40]/SiO2 under microwave irradiation

被引：2
|
作者：
Zhang, Dawei [1 ]
Ren, Lu [2 ]
Liu, Ailing [1 ]
Li, Wenyu [1 ]
Liu, Yuxin [1 ]
Gu, Qiang [3 ]
机构：
[1] Jilin Inst Chem Technol, Coll Chem & Pharmaceut Engn, Jilin 132022, Jilin, Peoples R China
[2] Jilin Inst Chem Technol, Coll Aeronaut Engn, Jilin 132022, Jilin, Peoples R China
[3] Jilin Univ, Coll Chem, Changchun 130012, Peoples R China
来源：
MONATSHEFTE FUR CHEMIE | 2022年 / 153卷 / 03期
关键词：
1,3,5-Trisubstituted 1H-pyrazole; Cyclocondensation; H-3[PW12O40]/SiO2; Microwave irradiation; N BOND FORMATION; TETRASUBSTITUTED PYRAZOLES; ASSISTED SYNTHESIS; ANTIVIRAL ACTIVITY; DERIVATIVES; DESIGN; FUNCTIONALIZATION; AROMATIZATION; ISOXAZOLE; TRIAZOLE;
D O I：
10.1007/s00706-022-02902-2
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient synthesis of 1,3,5-trisubstituted 1H-pyrazoles was developed. 1,3,5-Trisubstituted-1H-pyrazoles were synthesized starting from alpha,beta-unsaturated aldehydes/ketones and hydrazine using catalyst H-3[PW12O40]/SiO2 under microwave irradiation and solvent-free conditions (74-90%) and were characterized by HR-MS, FT-IR, H-1 NMR, and C-13 NMR spectroscopy. It was found that silica had a good loading and dispersing effect on phosphotungstic acid and could effectively absorb microwave energy to promote the condensation reaction. The merits of the method included the environmental friendly reaction conditions, simple operation, extensive substrates, good yields, and reuse of the H-3[PW12O40]/SiO2. Moreover, the crystal structure of compound 1-(4-chlorophenyl)-5-(2-methoxyphenyl)-3-(4-nitrophenyl)-1H-pyrazole in triclinic P-1 space group was presented. [GRAPHICS] .
引用
收藏
页码：257 / 266
页数：10
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