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Catalytic System-Controlled [4+1] and [4+2] Annulation for the Construction of Pyrazolo[1,2-a]indazoles and Pyrazolo[1,2-a]cinnolines from Pyrazolidinones and Diazo Indandiones

文献类型：期刊论文

作者Xiao, Qiannan1,2; Hu, Shulei1,2; Fang, Feifei3; Yan, Mengdi1,2; Zhang, Shurui3; Liu, Yiting2; Liu, Hong1,2; Wang, Dechuan1; Wang, Jiang2,3
刊名JOURNAL OF ORGANIC CHEMISTRY
出版日期2025-04-14
卷号90期号:16页码:5419-5434
ISSN号0022-3263
DOI10.1021/acs.joc.4c03110
英文摘要Pyrazolo[1,2-a]indazoles and pyrazolo[1,2-a]cinnolines can be constructed selectively via catalytic system-controlled C(sp2)-H activation/[4 + 1] cyclization and C(sp2)-H activation/[4 + 2] cyclization reaction, utilizing pyrazolidinones and diazo indandiones. Employing two different Rh(III) catalysts, we successfully synthesized two distinct types of nitrogen-containing heterocyclic compounds, pyrazolo[1,2-a]indazoles and pyrazolo[1,2-a]cinnolines, respectively. Moreover, an inexpensive Ru(II) catalyst could also effectively generate pyrazolo[1,2-a]cinnolines with moderate to good yields. Overall, these methodologies offer advantages such as regioselectivity, broad substrate scope, operational simplicity, and product availability.
WOS关键词ACCESS ; ACTIVATION/ANNULATION ; CASCADE
资助项目National Natural Science Foundation of China[22177124] ; National Natural Science Foundation of China[82322063] ; National Natural Science Foundation of China[82130105] ; National Natural Science Foundation of China[22337003] ; National Natural Science Foundation of China[92253305] ; National Natural Science Foundation of China[82121005] ; National Natural Science Foundation of China[23XD1460300] ; Program of Shanghai Academic Research Leader[2022YFA1302900] ; Program of Shanghai Academic Research Leader[LG-GG-202403-01] ; National Key R&D Program of China[2023T160287] ; China Postdoctoral Science Foundation
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001466609700001
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/317482]  
专题新药研究国家重点实验室
通讯作者Wang, Dechuan; Wang, Jiang
作者单位1.China Pharmaceut Univ, Sch Sci, Nanjing 211198, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Lingang Lab, Shanghai 200031, Peoples R China
推荐引用方式
GB/T 7714		 Xiao, Qiannan,Hu, Shulei,Fang, Feifei,et al. Catalytic System-Controlled [4+1] and [4+2] Annulation for the Construction of Pyrazolo[1,2-a]indazoles and Pyrazolo[1,2-a]cinnolines from Pyrazolidinones and Diazo Indandiones[J]. JOURNAL OF ORGANIC CHEMISTRY,2025,90(16):5419-5434.
APA Xiao, Qiannan.,Hu, Shulei.,Fang, Feifei.,Yan, Mengdi.,Zhang, Shurui.,...&Wang, Jiang.(2025).Catalytic System-Controlled [4+1] and [4+2] Annulation for the Construction of Pyrazolo[1,2-a]indazoles and Pyrazolo[1,2-a]cinnolines from Pyrazolidinones and Diazo Indandiones.JOURNAL OF ORGANIC CHEMISTRY,90(16),5419-5434.
MLA Xiao, Qiannan,et al."Catalytic System-Controlled [4+1] and [4+2] Annulation for the Construction of Pyrazolo[1,2-a]indazoles and Pyrazolo[1,2-a]cinnolines from Pyrazolidinones and Diazo Indandiones".JOURNAL OF ORGANIC CHEMISTRY 90.16(2025):5419-5434.

入库方式： OAI收割

来源：上海药物研究所

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