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Meta-selective c-ar-h nitration of arenes through a ru-3(co)(12)-catalyzed ortho-metalation strategy
Fan, Zhoulong1,2,3; Ni, Jiabin1,2,3; Zhang, Ao1,2,3
刊名Journal of the american chemical society
2016-07-13
卷号138期号:27页码:8470-8475
ISSN号0002-7863
DOI10.1021/jacs.6b03402
通讯作者Zhang, ao(aozhang@simm.ac.cn)
英文摘要The first example of transition metal-catalyzed meta-selective c-ar-h nitration of arenes is described. with the use of ru-3(co)(12) as the catalyst and cu(no3)(2)center dot 3h(2)o as the nitro source, a wide spectrum of arenes bearing diversified n-heterocycles or oximido as the directing groups were nitrated with meta selectivity exclusively. mechanism studies have demonstrated the formation of a new 18e-octahedral ruthenium species as a key ortho-c-ar-h metalated intermediate, which may be responsible for the subsequent meta-selective electrophilic aromatic substitution (sear). moreover, this approach provides a fast-track strategy for atom/step economical synthesis of many useful pharmaceutical molecules.
WOS关键词U-SHAPED TEMPLATE ; TRACELESS DIRECTING GROUPS ; BOND FUNCTIONALIZATION ; CARBOXYLIC-ACIDS ; NATURAL-PRODUCTS ; DIRECT ARYLATION ; PD CATALYSTS ; ACTIVATION ; OLEFINATION ; NITROARENES
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
语种英语
出版者AMER CHEMICAL SOC
WOS记录号WOS:000379794400030
内容类型期刊论文
URI标识http://www.corc.org.cn/handle/1471x/2374583
专题中国科学院大学
通讯作者Zhang, Ao
作者单位1.Chinese Acad Sci, CAS Key Lab Receptor Res, Shanghai Inst Mat Med SIMM, Shanghai 201203, Peoples R China
2.Chinese Acad Sci, Synthet Organ & Med Chem Lab SOMCL, Shanghai Inst Mat Med SIMM, Shanghai 201203, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式
GB/T 7714
Fan, Zhoulong,Ni, Jiabin,Zhang, Ao. Meta-selective c-ar-h nitration of arenes through a ru-3(co)(12)-catalyzed ortho-metalation strategy[J]. Journal of the american chemical society,2016,138(27):8470-8475.
APA Fan, Zhoulong,Ni, Jiabin,&Zhang, Ao.(2016).Meta-selective c-ar-h nitration of arenes through a ru-3(co)(12)-catalyzed ortho-metalation strategy.Journal of the american chemical society,138(27),8470-8475.
MLA Fan, Zhoulong,et al."Meta-selective c-ar-h nitration of arenes through a ru-3(co)(12)-catalyzed ortho-metalation strategy".Journal of the american chemical society 138.27(2016):8470-8475.
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