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Chemo- and Regioselective Synthesis of Functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones via a Redox-Neutral Rhodium(III)-Catalyzed [4+1] Annulation between Indoles and Alkynes

文献类型：期刊论文

作者Zhao, Fei1,4; Chen, Jing2; Qiao, Jin4; Lu, Yangbin4; Zhang, Xiaoning4; Mao, Hui3; Lu, Shiyao4; Gong, Xin1; Liu, Siyu4; Wu, Xiaowei5,6
刊名ADVANCED SYNTHESIS & CATALYSIS
出版日期2021-07-28
页码11
关键词Rhodium Indole Alkyne C-H activation [4+1] annulation C-1 synthon
ISSN号1615-4150
DOI10.1002/adsc.202100555
通讯作者Zhao, Fei(zhaofei@cdu.edu.cn) ; Mao, Hui(maohui1988@126.com) ; Dai, Long(longdai_siia@163.com)
英文摘要Alkynes generally serve as C-2 synthons in transition-metal-catalyzed C-H annulations, herein, exploiting electron-deficient alkynes as unconventional C-1 synthons, the chemo- and regiospecific synthesis of functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones via a redox-neutral rhodium(III)-catalyzed [4+1] annulation of N-carbamoyl indoles has been achieved. This process is characterized by high chemo- and regioselectivity, broad substrate scope, good tolerance of functional groups, moderate to high yields and mild redox-neutral conditions, thus affording a robust approach to access valuable 1H-imidazo[1,5-a]indol-3(2H)-ones.
WOS关键词C-H ACTIVATION ; ONE-POT SYNTHESIS ; N BOND FORMATION ; NATURAL-PRODUCTS ; CATALYZED ANNULATION ; TETRASUBSTITUTED ALKENES ; DIVERGENT SYNTHESIS ; RAPID CONSTRUCTION ; PROPARGYL ALCOHOLS ; SCAFFOLD DIVERSITY
资助项目Natural Science Foundation of Zhejiang Province[LY21B020003] ; Natural Science Foundation of Zhejiang Province[LQ19B020003] ; Natural Science Foundation of Ningxia Province[2021AAC03389] ; National Natural Science Foundation of China[21602022] ; Chengdu Talents Program ; 1000 Talents Program of Sichuan Province ; Longquanyi District Talents Program ; Science and Technology Program of Sichuan Province[2018JY0345] ; Jinhua Branch of Sichuan Industrial Institute of Antibiotics[1003] ; Chengdu University New Faculty Start-up Funding[2081915037]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000678029200001
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.183/handle/2S10ELR8/298256]  
专题中国科学院上海药物研究所
通讯作者Zhao, Fei; Mao, Hui; Dai, Long
作者单位1.Chengdu Univ, Sch Pharm, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Chengdu 610106, Peoples R China
2.Ningxia Med Univ, Gen Hosp, Dept Preparat Ctr, Yinchuan 750004, Ningxia, Peoples R China
3.Jinhua Polytech, Coll Pharm, Jinhua 321007, Zhejiang, Peoples R China
4.Chengdu Univ, Sichuan Ind Inst Antibiot, Jinhua Branch, Jinhua 321007, Zhejiang, Peoples R China
5.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
6.Chinese Acad Sci, Inst Drug Discovery & Dev, Zhongshan Inst Drug Discovery, Zhongshan 528400, Peoples R China
推荐引用方式
GB/T 7714		 Zhao, Fei,Chen, Jing,Qiao, Jin,et al. Chemo- and Regioselective Synthesis of Functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones via a Redox-Neutral Rhodium(III)-Catalyzed [4+1] Annulation between Indoles and Alkynes[J]. ADVANCED SYNTHESIS & CATALYSIS,2021:11.
APA Zhao, Fei.,Chen, Jing.,Qiao, Jin.,Lu, Yangbin.,Zhang, Xiaoning.,...&Dai, Long.(2021).Chemo- and Regioselective Synthesis of Functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones via a Redox-Neutral Rhodium(III)-Catalyzed [4+1] Annulation between Indoles and Alkynes.ADVANCED SYNTHESIS & CATALYSIS,11.
MLA Zhao, Fei,et al."Chemo- and Regioselective Synthesis of Functionalized 1H-imidazo[1,5-a]indol-3(2H)-ones via a Redox-Neutral Rhodium(III)-Catalyzed [4+1] Annulation between Indoles and Alkynes".ADVANCED SYNTHESIS & CATALYSIS (2021):11.

入库方式： OAI收割

来源：上海药物研究所

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