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Catalytic Prenylation and Reverse Prenylation of Indoles with Isoprene: Regioselectivity Manipulation through Choice of Metal Hydride
Hu, Yan-Cheng; Ji, Ding-Wei; Zhao, Chao-Yang; Zheng, Hao; Chen, Qing-An
Corresponding AuthorChen, Qing-An(qachen@dicp.ac.cn)
Keywordindoles isoprenes metal hydrides prenylation reverse prenylation
Source PublicationANGEWANDTE CHEMIE-INTERNATIONAL EDITION
2019-04-08
ISSN1433-7851
DOI10.1002/anie.201901025
Volume58Issue:16Pages:5438-5442
Funding ProjectDalian Institute of Chemical Physics ; National Natural Science Foundation of China[21702204] ; National Natural Science Foundation of China[21801239] ; Chinese Academy of Sciences
Funding OrganizationDalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Chinese Academy of Sciences ; Chinese Academy of Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordATOM-EFFICIENT SYNTHESIS ; ALLYLIC ALKYLATION ; DEAROMATIZATION REACTION ; TRYPROSTATIN B ; ALLYLATION ; 1,3-DIENES ; RUTHENIUM ; DIENES ; ALCOHOLS ; HYDROAMINATION
AbstractThe basic industrial feedstock isoprene was employed as a building block to install prenyl and reverse-prenyl groups onto indoles. The regioselectivity can be manipulated by the choice of metal hydride. Reverse-prenylated indoles were attained with high selectivity when using Rh-H. By switching to a Pd-H catalyst, selectivity toward prenylated indoles was achieved. This regiodivergent method also features high atom economy without stoichiometric byproduct formation.
Language英语
Funding OrganizationDalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Chinese Academy of Sciences ; Chinese Academy of Sciences ; Dalian Institute of Chemical Physics ; Dalian Institute of Chemical Physics ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Chinese Academy of Sciences ; Chinese Academy of Sciences
WOS IDWOS:000463975300048
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Cited Times:3[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/165607
Collection中国科学院大连化学物理研究所
Corresponding AuthorChen, Qing-An
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Hu, Yan-Cheng,Ji, Ding-Wei,Zhao, Chao-Yang,et al. Catalytic Prenylation and Reverse Prenylation of Indoles with Isoprene: Regioselectivity Manipulation through Choice of Metal Hydride[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2019,58(16):5438-5442.
APA Hu, Yan-Cheng,Ji, Ding-Wei,Zhao, Chao-Yang,Zheng, Hao,&Chen, Qing-An.(2019).Catalytic Prenylation and Reverse Prenylation of Indoles with Isoprene: Regioselectivity Manipulation through Choice of Metal Hydride.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,58(16),5438-5442.
MLA Hu, Yan-Cheng,et al."Catalytic Prenylation and Reverse Prenylation of Indoles with Isoprene: Regioselectivity Manipulation through Choice of Metal Hydride".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 58.16(2019):5438-5442.
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