Serendipitous Formation of 2H-Pyrazolo[3,4-d]pyridazin-7(6H)-ones from 3-Arylsydnones

被引:5
|
作者
Kumbar, Mahadev N. [1 ]
Shaikh, Saba Kauser J. [1 ]
Kamble, Ravindra R. [1 ]
Bayannavar, Praveen K. [1 ]
Kamble, Atulkumar A. [1 ]
Hunnur, Raveendra K. [2 ]
机构
[1] Karnatak Univ, Dept Chem, Dharwad 580003, Karnataka, India
[2] APL Res Ctr, Hyderabad 500072, India
来源
ACS OMEGA | 2019年 / 4卷 / 03期
关键词
1,3-DIPOLAR CYCLOADDITION REACTIONS; PYRAZOLE DERIVATIVES; ANTIMICROBIAL ACTIVITY; ANTIVIRAL ACTIVITY; ANTICANCER; INHIBITORS; ANTIBACTERIAL; SYDNONES; DESIGN; PYRIDAZINE;
D O I
10.1021/acsomega.8b02013
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Fused nitrogen heterocyclesnamely, pyrazolo[3,4-d]pyridazin-7(6H)-ones have been obtained by exploiting the 1,3-dipolar nature of N-arylsydnones, from hydrazones of 3-aryl-4-acetylsydnones via the Vilsmeier-Haack strategy. Facile intramolecular nucleophilic addition followed by CO2 elimination under reflux or upon microwave irradiation was presented. Plausible mechanisms for the formation of the title compounds are proffered. Structure confirmatory evidence came from single-crystal X-ray crystallography.
引用
收藏
页码:4955 / 4962
页数:8
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