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Palladium-Catalyzed -C-H Arylation of Ketones Using Amino Amide as a Transient Directing Group: Applications to Synthesis of Phenanthridinone Alkaloids

文献类型：期刊论文

作者Wang, Junliang1; Dong, Cong1; Wu, Liangfei1; Xu, Mingkai3; Lin, Jun2; Wei, Kun1
刊名ADVANCED SYNTHESIS & CATALYSIS
出版日期2018-10-04
卷号360期号:19页码:3709-3715
关键词palladium-catalyzed arylation of ketones transient directing group phenanthridinone alkaloids
ISSN号1615-4150
DOI10.1002/adsc.201800489
英文摘要The direct arylation of aromatic and aliphatic ketones was carried out via palladium-catalyzed inert C-H bond functionalization with 2-amino-N-isopropyl-acetamide as a new catalytic transient directing group. The reaction showed excellent functional group compatibility and site selectivity. We demonstrated that -amino amide forming N,N-bidentate coordination with Pd catalyst is more favorable for the -arylation of ketones than -amino acid forming N,O-bidentate coordination with Pd catalyst under relatively mild conditions. This elegant approach provides straightforward access to important structural motifs in organic and medicinal chemistry and is demonstrated here in the efficient synthesis of phenanthridinone alkaloids.
资助项目Program for CAS "Light of West China" ; Program for Changjiang Scholars and Innovative Research Team in University[IRT17R94] ; NSFC[81760621] ; Foundation of "Yunling Scholar" Program of Yunnan Province[C6183005] ; Innovative Research Team (in Science and Technology) in University of Yunnan Province
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000446304600012
出版者WILEY-V C H VERLAG GMBH
源URL[http://210.72.129.5/handle/321005/123436]  
专题中国科学院沈阳应用生态研究所
通讯作者Lin, Jun; Wei, Kun
作者单位1.Yunnan Univ, Sch Chem Sci & Technol, Kunming 650091, Yunnan, Peoples R China
2.Yunnan Univ, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Yunnan, Peoples R China
3.Chinese Acad Sci, Inst Appl Ecol, Shenyang 110016, Liaoning, Peoples R China
推荐引用方式
GB/T 7714		 Wang, Junliang,Dong, Cong,Wu, Liangfei,et al. Palladium-Catalyzed -C-H Arylation of Ketones Using Amino Amide as a Transient Directing Group: Applications to Synthesis of Phenanthridinone Alkaloids[J]. ADVANCED SYNTHESIS & CATALYSIS,2018,360(19):3709-3715.
APA Wang, Junliang,Dong, Cong,Wu, Liangfei,Xu, Mingkai,Lin, Jun,&Wei, Kun.(2018).Palladium-Catalyzed -C-H Arylation of Ketones Using Amino Amide as a Transient Directing Group: Applications to Synthesis of Phenanthridinone Alkaloids.ADVANCED SYNTHESIS & CATALYSIS,360(19),3709-3715.
MLA Wang, Junliang,et al."Palladium-Catalyzed -C-H Arylation of Ketones Using Amino Amide as a Transient Directing Group: Applications to Synthesis of Phenanthridinone Alkaloids".ADVANCED SYNTHESIS & CATALYSIS 360.19(2018):3709-3715.

入库方式： OAI收割

来源：沈阳应用生态研究所

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