Reverse Regioselectivity in the Ultrasound-Promoted Synthesis of 1,3,4-Tri-Substituted Pyrazoles via [3+2] Cycloaddition of Hydrazonoyl Chlorides with β-Nitrostyrenes

被引:1
|
作者
Yavari, Issa [1 ]
Fadaei, Mohammad Mahdi [1 ]
Khaledian, Omid [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, POB 14115-175, Tehran, Iran
来源
CHEMISTRYSELECT | 2023年 / 8卷 / 20期
关键词
3+2] Cycloaddition; Hydrazonoyl chlorides; beta-Nitrostyrenes; 1; 3; 4-Tri-substituted pyrazoles; Ultrasound irradiation; NITRILE IMINES; 1,3,4,5-TETRASUBSTITUTED PYRAZOLES; CHEMISTRY; WAVES;
D O I
10.1002/slct.202301185
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hydrazonoyl chlorides react with beta-nitrostyrenes in ethanol under the clean action of ultrasonic irradiation. The reaction proceeds at room temperature via 1,3-dipolar cycloadditions of in situ generated nitrile imine with beta-nitrostyrenes with con- current elimination of HCl and HNO2 to afford 1,3,4-trisubstituted pyrazoles with good to high yields and excellent regioselectivity in a short time.
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页数:4
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