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Gold-Catalyzed Oxidative Ring Expansion of 2-Alkynyl-1,2-Dihydropyridines or -quinolines: Highly Efficient Synthesis of Functionalized Azepine or Benzazepine Scaffolds
Alternative Title金催化2-炔基-1,2-二氢吡啶或喹啉类衍生物的氧化环扩环反应: 官能团化氮杂唑类化合物的高效合成
Chen M(陈铭); Chen YF(陈宜峰); Sun N(孙宁); Zhao JD(赵继东); Liu YH(刘元红); Li YX(李玉学)
2015
Source PublicationAngew. Chem.-Int. Edit.
Volume54Issue:4Pages:1200-1204
AbstractA gold-catalyzed highly regio- and chemoselective oxidative ring expansion of 2-alkynyl-1,2-dihydropyridines and its analogues using pyridine-N-oxide as the oxidant has been developed. Ring expansion proceeds through exclusive 1,2-migration of a vinyl or phenyl group, whereas no 1,2-H and 1,2-N migration take place. The reaction provides an efficient and attractive route to various types of medium-sized azepine derivatives in generally high to excellent yields with a broad functional group tolerance. DFT studies indicate that the reaction proceeds through the formation of a cyclopropyl gold intermediate, and no gold carbene species is involved.
Subtype论文
Subject Area金属有机化学
DOI10.1002/anie.201410056
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000348372900022
Citation statistics
Cited Times:59[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39567
Collection金属有机化学国家重点实验室
Corresponding AuthorLiu YH(刘元红); Li YX(李玉学)
Affiliation中科院上海有机化学研究所, 金属有机化学国家重点实验室
Recommended Citation
GB/T 7714
Chen M,Chen YF,Sun N,et al. Gold-Catalyzed Oxidative Ring Expansion of 2-Alkynyl-1,2-Dihydropyridines or -quinolines: Highly Efficient Synthesis of Functionalized Azepine or Benzazepine Scaffolds[J]. Angew. Chem.-Int. Edit.,2015,54(4):1200-1204.
APA 陈铭,陈宜峰,孙宁,赵继东,刘元红,&李玉学.(2015).Gold-Catalyzed Oxidative Ring Expansion of 2-Alkynyl-1,2-Dihydropyridines or -quinolines: Highly Efficient Synthesis of Functionalized Azepine or Benzazepine Scaffolds.Angew. Chem.-Int. Edit.,54(4),1200-1204.
MLA 陈铭,et al."Gold-Catalyzed Oxidative Ring Expansion of 2-Alkynyl-1,2-Dihydropyridines or -quinolines: Highly Efficient Synthesis of Functionalized Azepine or Benzazepine Scaffolds".Angew. Chem.-Int. Edit. 54.4(2015):1200-1204.
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