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北京石油化工学院2026年研究生招生接收调剂公告
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文章信息
题目:Palladium-Catalyzed Nucleophilic Substitution/C–H Activation/Aromatization Cascade Reaction: One Approach To Construct 6-Unsubstituted Phenanthridines
doi:10.1021/acs.joc.5b02145
连接:https://pubs.acs.org/doi/abs/10.1021/acs.joc.5b02145
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Palladium-Catalyzed Nucleophilic Substitution/C-H Activation/Aromatization Cascade Reaction: One Approach To Construct 6-Unsubstituted Phenanthridines
作者:Han, WY (Han, Wenyong)[ 1 ] ; Zhou, XJ (Zhou, Xiaojian)[ 1 ] ; Yang, SY (Yang, Siyi)[ 1 ] ; Xiang, GY (Xiang, Guangyan)[ 1 ] ; Cui, BD (Cui, Baodong)[ 1 ] ; Chen, YZ (Chen, Yongzheng)[ 1 ]
JOURNAL OF ORGANIC CHEMISTRY
卷: 80  期: 22  页: 11580-11587
DOI: 10.1021/acs.joc.5b02145
出版年: NOV 20 2015
查看期刊信息
摘要
A facile and practical palladium-catalyzed nucleophilic substitution/CH activation/aromatization cascade reaction has been developed. A range of 6-unsubstituted phenanthridines could be obtained in moderate to good yields (3185%) with readily prepared N-Ms arylamines and commercially available 2-bromobenzyl bromide derivatives as starting materials. The potential application of the protocol was also demonstrated by the expeditious synthesis of the natural alkaloid trisphaeridine.
关键词
KeyWords PlusOLYCYCLIC AROMATIC-HYDROCARBONS; INTRAMOLECULAR DIRECT ARYLATION; TRANSITION-METAL-FREE; ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; NITROGEN-HETEROCYCLES; FUSED PHENANTHRIDINES; EXPEDITIOUS SYNTHESIS; COUPLING REACTION; CYCLIZATION
作者信息
通讯作者地址: Han, WY (通讯作者)
              Zunyi Med Univ, Sch Pharm, Zunyi 563000, Peoples R China.
地址:
              [ 1 ] Zunyi Med Univ, Sch Pharm, Zunyi 563000, Peoples R China
电子邮件地址:hanwy@zmc.edu.cn; yzchen@zmc.edu.cn
基金资助致谢
基金资助机构        授权号
Science and Technology Department of Guizhou Province        
2015GZ18284
QKHRCTD-2014-4002
Education Department of Guizhou Province        
QJHRCTDZ-2012-03
New Century Excellent Talent of the Ministry of Education        
NCET-13-1069
查看基金资助信息   
出版商
AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
类别 / 分类
研究方向:Chemistry
Web of Science 类别:Chemistry, Organic
文献信息
文献类型:Article
语种:English
入藏号: WOS:000365462600040
PubMed ID: 26513449
ISSN: 0022-3263
期刊信息
Impact Factor (影响因子): Journal Citation Reports®
其他信息
IDS 号: CX1NJ
Web of Science 核心合集中的 "引用的参考文献": 83
Web of Science 核心合集中的 "被引频次": 0
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412003280: 金币+5, ★★★★★最佳答案, 速度非常快,谢谢 2016-03-05 18:31:41
心静_依然: LS-EPI+1, 感谢应助 2016-03-05 18:40:46
Accession number:       
20154801620710
        Title:        Palladium-Catalyzed Nucleophilic Substitution/C-H Activation/Aromatization Cascade Reaction: One Approach to Construct 6-Unsubstituted Phenanthridines
        Authors:         Han, Wenyong1 Email author hanwy@zmc.edu.cn; Zhou, Xiaojian1; Yang, Siyi1; Xiang, Guangyan1; Cui, Baodong1; Chen, Yongzheng1 Email author yzchen@zmc.edu.cn
        Author affiliation:        1 School of Pharmacy, Zunyi Medical University, Zunyi, China
        Corresponding author:         Han, Wenyong (hanwy@zmc.edu.cn)
        Source title:        Journal of Organic Chemistry
        Abbreviated source title:        J. Org. Chem.
        Volume:        80
        Issue:        22
        Issue date:        November 20, 2015
        Publication year:        2015
        Pages:        11580-11587
        Language:        English
        ISSN:         00223263
        E-ISSN:         15206904
        CODEN:         JOCEAH
        Document type:        Journal article (JA)
        Publisher:        American Chemical Society
        Abstract:        A facile and practical palladium-catalyzed nucleophilic substitution/C-H activation/aromatization cascade reaction has been developed. A range of 6-unsubstituted phenanthridines could be obtained in moderate to good yields (31-85%) with readily prepared N-Ms arylamines and commercially available 2-bromobenzyl bromide derivatives as starting materials. The potential application of the protocol was also demonstrated by the expeditious synthesis of the natural alkaloid trisphaeridine. © 2015 American Chemical Society.
        Number of references:        83
        Main heading:         Catalysis
        Controlled terms:         Chemical activation
        Uncontrolled terms:         Aryl amines - Cascade reactions - Expeditious synthesis - Nucleophilic substitutions - Palladium-catalyzed
        Classification code:         802.2 Chemical Reactions
        DOI:        10.1021/acs.joc.5b02145
        Database:        Compendex
                Compilation and indexing terms, © 2016 Elsevier Inc.
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