中国科学院上海有机化学研究所机构知识库
Advanced  
SIOC OpenIR  > 金属有机化学国家重点实验室  > 期刊论文
学科主题: 金属有机化学
题名: Overcoming the limitations of directed C-H functionalizations of heterocycles
其他题名: 克服杂环碳氢键官能团化局限的新策略
作者: Liu YJ(刘跃进)1; Xu H(徐辉)1; Kong WJ(孔维俊)1; Shang M(商明)1; Dai HX(戴辉雄)1; Yu JQ(余金权)1
通讯作者: 戴辉雄 ; 余金权
刊名: Nature
发表日期: 2014
DOI: 10.1038/nature13885
卷: 515, 期:7527, 页:389-393
收录类别: SCI
英文摘要: In directed C-H activation reactions, any nitrogen or sulphur atoms present in heterocyclic substrates will coordinate strongly with metal catalysts. This coordination, which can lead to catalyst poisoning or C-H functionalization at an undesired position, limits the application of C-H activation reactions in heterocycle-based drug discovery(1-5), in which regard they have attracted much interest from pharmaceutical companies(3-5). Here we report a robust and synthetically useful method that overcomes the complications associated with performing C-H functionalization reactions on heterocycles. Our approach employs a simple N-methoxy amide group, which serves as both a directing group and an anionic ligand that promotes the in situ generation of the reactive PdX2 (X = ArCONOMe) species from a Pd(0) source using air as the sole oxidant. In this way, the PdX2 species is localized near the target C-H bond, avoiding interference from any nitrogen or sulphur atoms present in the heterocyclic substrates. This reaction overrides the conventional positional selectivity patterns observed with substrates containing strongly coordinating heteroatoms, including nitrogen, sulphur and phosphorus. Thus, this operationally simple aerobic reaction demonstrates that it is possible to bypass a fundamental limitation that has long plagued applications of directed C-H activation in medicinal chemistry.
语种: 英语
相关网址: 查看原文
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/39129
Appears in Collections:金属有机化学国家重点实验室_期刊论文

Files in This Item: Download All
File Name/ File Size Content Type Version Access License
2014564.pdf(482KB)期刊论文作者接受稿开放获取View Download

作者单位: 1.中科院上海有机化学研究所
2.美国斯克利普斯研究所

Recommended Citation:
Liu YJ,Xu H,Kong WJ,et al. Overcoming the limitations of directed C-H functionalizations of heterocycles[J]. Nature,2014,515(7527):389-393.
Service
Recommend this item
Sava as my favorate item
Show this item's statistics
Export Endnote File
Google Scholar
Similar articles in Google Scholar
[刘跃进]'s Articles
[徐辉]'s Articles
[孔维俊]'s Articles
CSDL cross search
Similar articles in CSDL Cross Search
[刘跃进]‘s Articles
[徐辉]‘s Articles
[孔维俊]‘s Articles
Related Copyright Policies
Null
Social Bookmarking
Add to CiteULike Add to Connotea Add to Del.icio.us Add to Digg Add to Reddit
文件名: 2014564.pdf
格式: Adobe PDF
此文件暂不支持浏览
所有评论 (0)
暂无评论
 
评注功能仅针对注册用户开放,请您登录
您对该条目有什么异议,请填写以下表单,管理员会尽快联系您。
内 容:
Email:  *
单位:
验证码:   刷新
您在IR的使用过程中有什么好的想法或者建议可以反馈给我们。
标 题:
 *
内 容:
Email:  *
验证码:   刷新

Items in IR are protected by copyright, with all rights reserved, unless otherwise indicated.

 

 

Valid XHTML 1.0!
Powered by CSpace