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Green and Facile Assembly of Diverse Fused N-Heterocycles Using Gold-Catalyzed Cascade Reactions in Water

文献类型：期刊论文

作者Jia, Xiuwen1; Li, Pinyi1; Liu, Xiaoyan1; Lin, Jiafu1; Chu, Yiwen1; Yu, Jinhai5; Wang, Jiang2,3,4; Liu, Hong2,3,4; Zhao, Fei1
刊名MOLECULES
出版日期2019-03-01
卷号24期号:5页码:30
关键词amine nucleophiles alkynoic acids cascade reaction gold catalysis fused N-heterocycles
ISSN号1420-3049
DOI10.3390/molecules24050988
通讯作者Lin, Jiafu() ; Liu, Hong() ; Zhao, Fei()
英文摘要The present study describes an AuPPh3Cl/AgSbF6-catalyzed cascade reaction between amine nucleophiles and alkynoic acids in water. This process proceeds in high step economy with water as the sole coproduct, and leads to the generation of two rings, together with the formation of three new bonds in a single operation. This green cascade process exhibits valuable features such as low catalyst loading, good to excellent yields, high efficiency in bond formation, excellent selectivity, great tolerance of functional groups, and extraordinarily broad substrate scope. In addition, this is the first example of the generation of an indole/thiophene/pyrrole/pyridine/naphthalene/benzene-fused N-heterocycle library through gold catalysis in water from readily available materials. Notably, the discovery of antibacterial molecules from this library demonstrates its high quality and potential for the identification of active pharmaceutical ingredients.
WOS关键词SELECTIVE PDE5 INHIBITOR ; DRUG-LIKE ; ORGANIC-SYNTHESIS ; TETRAHYDROPROTOBERBERINE DERIVATIVES ; GOLD(I)-CATALYZED CASCADE ; REGIOSELECTIVE SYNTHESIS ; PRIVILEGED STRUCTURES ; TANDEM REACTION ; CHEMICAL SPACE ; EFFICIENT
资助项目National Natural Science Foundation of China[21602022] ; National Natural Science Foundation of China[81620108027] ; National Natural Science Foundation of China[21632008] ; Major Project of Chinese National Programs for Fundamental Research and Development[2015CB910304] ; Sichuan Science and Technology Program[2018JY0345] ; Sichuan Science and Technology Program[2018HH007] ; Chengdu Municipal Government Program of Science and Technology[2016-XT00-00023-GX] ; Chengdu University New Faculty Start-up Funding[2081915037]
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
语种英语
WOS记录号WOS:000462662900164
出版者MDPI
源URL[http://119.78.100.183/handle/2S10ELR8/290060]  
专题新药研究国家重点实验室
通讯作者Lin, Jiafu; Liu, Hong; Zhao, Fei
作者单位1.Chengdu Univ, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Chengdu 610052, Sichuan, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China
4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
5.Univ Jinan, Sch Biol Sci & Technol, Jinan 250022, Shandong, Peoples R China
推荐引用方式
GB/T 7714		 Jia, Xiuwen,Li, Pinyi,Liu, Xiaoyan,et al. Green and Facile Assembly of Diverse Fused N-Heterocycles Using Gold-Catalyzed Cascade Reactions in Water[J]. MOLECULES,2019,24(5):30.
APA Jia, Xiuwen.,Li, Pinyi.,Liu, Xiaoyan.,Lin, Jiafu.,Chu, Yiwen.,...&Zhao, Fei.(2019).Green and Facile Assembly of Diverse Fused N-Heterocycles Using Gold-Catalyzed Cascade Reactions in Water.MOLECULES,24(5),30.
MLA Jia, Xiuwen,et al."Green and Facile Assembly of Diverse Fused N-Heterocycles Using Gold-Catalyzed Cascade Reactions in Water".MOLECULES 24.5(2019):30.

入库方式： OAI收割

来源：上海药物研究所

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