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学科主题: 有机化学
题名: Enhancement of Neighbouring-Group Participation in Cu-0-Promoted Cross-Coupling gem-Difluoromethylenation of Aryl/Alkenyl Halides with 1,3-Azolic Difluoromethyl Bromides
其他题名: 铜催化gem-Difluoromethylenation的不饱和卤化物和1,3-Azolic Difluoromethyl Bromides的交叉耦合反应中的邻位增强作用
作者: Jiang HZ(蒋海珍)1; LU WENJUN1; YANG KUN1; MA GUOBIN1; XU MINJUN1; Li J(李佳)1; Yao JH(姚建华)1; WAN WEN1; DENG HONGMEI1; WU SHAOXIONG1; Zhu SZ(朱仕正)1; HAO JIAN1
通讯作者: 蒋海珍 ; 朱仕正 ; HAO JIAN
刊名: Chem.-Eur. J.
发表日期: 2014
DOI: 10.1002/chem.201402205
卷: 20, 期:32, 页:10084-10092
收录类别: SCI
英文摘要: A copper(0)-promoted direct reductive gem-difluoromethylenation of unactivated aryl or alkenyl halides with benzo-1,3-azolic (oxa-, thia- or aza-) difluoromethyl bromides or 2-bromodifluoromethyl-1,3-oxazoline has been developed for the construction of pharmaceutically important gem-difluoromethylene-linked twin molecules. The unique p-conjugated aryl-fused 1,3-azolic moiety in difluoromethyl bromide substrates could stabilise the reaction intermediates, which promotes the reactivities, providing facile access to the cross-coupling products in good to excellent yields, and allowing significant functional group tolerance. The reaction exhibits an enhanced neighbouring-group-participation effect. This method could provide a new strategy for the construction of gem-difluoromethylene-linked identical or nonidentical twin drugs through further functionalisation of 1,3-azolic skeletons.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/39165
Appears in Collections:上海有机化学研究所_期刊论文

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作者单位: 1.上海大学
2.中科院上海有机化学研究所
3.美国艾默里大学

Recommended Citation:
Jiang HZ,LU WENJUN,YANG KUN,et al. Enhancement of Neighbouring-Group Participation in Cu-0-Promoted Cross-Coupling gem-Difluoromethylenation of Aryl/Alkenyl Halides with 1,3-Azolic Difluoromethyl Bromides[J]. Chem.-Eur. J.,2014,20(32):10084-10092.
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