Catalytic Prenylation and Reverse Prenylation of Indoles with Isoprene: Regioselectivity Manipulation through Choice of Metal Hydride

doi:10.1002/anie.201901025

	Catalytic Prenylation and Reverse Prenylation of Indoles with Isoprene: Regioselectivity Manipulation through Choice of Metal Hydride
	Zhao, Chao-Yang; Hu, Yan-Cheng; Ji, Ding-Wei; Zheng, Hao; Chen, Qing-An
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	2019-04-08
卷号	58 期号:16 页码:5438-5442
关键词	indoles isoprenes metal hydrides prenylation reverse prenylation
ISSN号	1433-7851
DOI	10.1002/anie.201901025
通讯作者	Chen, Qing-An(qachen@dicp.ac.cn)
英文摘要	The 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.
资助项目	Dalian Institute of Chemical Physics ; National Natural Science Foundation of China[21702204] ; National Natural Science Foundation of China[21801239] ; Chinese Academy of Sciences
WOS关键词	ATOM-EFFICIENT SYNTHESIS ; ALLYLIC ALKYLATION ; DEAROMATIZATION REACTION ; TRYPROSTATIN B ; ALLYLATION ; 1,3-DIENES ; RUTHENIUM ; DIENES ; ALCOHOLS ; HYDROAMINATION
WOS研究方向	Chemistry
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000463975300048
资助机构	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 ; 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
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/165606]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者	Chen, Qing-An
作者单位	Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China
推荐引用方式 GB/T 7714	Zhao, Chao-Yang,Hu, Yan-Cheng,Ji, Ding-Wei,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	Zhao, Chao-Yang,Hu, Yan-Cheng,Ji, Ding-Wei,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	Zhao, Chao-Yang,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.