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题名: Oxidative Coupling of NH Isoquinolones with Olefins Catalyzed by Rh(III)
作者: Wang, Fen1, 2;  Song, Guoyong2;  Du, Zhengyin1;  Li, Xingwei2
刊名: JOURNAL OF ORGANIC CHEMISTRY
发表日期: 2011-04-15
DOI: 10.1021/jo2002209
卷: 76, 期:8, 页:2926-2932
收录类别: SCI ;  IC ;  CCR
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: Rh(III)-catalyzed oxidative coupling reactions between isoquinolones with 3-aryl groups and activated olefins have been achieved using anhydrous Cu(OAc)(2) as an oxidant to give tetracyclic products. The nitrogen atom acts as a directing group to facilitate ortho C-H activation. This reaction can be one-pot starting from methyl benzohydroxamates, without the necessity of the isolation of isoquinolone products. Abroad scope of substrates has been demonstrated, and both terminal and internal activated olefins can be applied. In the coupling of N-methylmaleimide, a Wacker-like mechanism was proposed, where backside attack of the NH group in isoquinolones is suggested as a key step. Selective C-H activation has also been achieved at the 8-position of 1-naphthol, leading to an olefination product.
关键词[WOS]: H BOND-CLEAVAGE ;  C-C ;  ACTIVATION REACTIONS ;  RHODIUM CATALYSIS ;  DIRECT ARYLATION ;  ALKYNES ;  FUNCTIONALIZATION ;  ALKENES ;  ARENES ;  ALKENYLATION
语种: 英语
WOS记录号: WOS:000289187300062
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/142310
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.NW Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

Recommended Citation:
Wang, Fen,Song, Guoyong,Du, Zhengyin,et al. Oxidative Coupling of NH Isoquinolones with Olefins Catalyzed by Rh(III)[J]. JOURNAL OF ORGANIC CHEMISTRY,2011,76(8):2926-2932.
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