Access to Different Isomeric Dibenzoxazepinones through Copper-Catalyzed C-H Etherification and C-N Bond Construction with Controllable Smiles Rearrangement

doi:10.1021/acs.orglett.5b03378

CORC > 上海药物研究所 > 中国科学院上海药物研究所 > 药物发现与设计中心

	Access to Different Isomeric Dibenzoxazepinones through Copper-Catalyzed C-H Etherification and C-N Bond Construction with Controllable Smiles Rearrangement
	Zhou, Yunfei 2; Zhu, Jianming 2; Li, Bo 2; Zhang, Yong 2; Feng, Jia 2; Hall, Adrian 3; Shi, Jiye 1,3; Zhu, Weiliang2
刊名	ORGANIC LETTERS
	2016-02-05
卷号	18 期号:3 页码:380-383
ISSN号	1523-7060
DOI	10.1021/acs.orglett.5b03378
文献子类	Article
英文摘要	An efficient new way to access two regio-isomeric dibenzoxazepinones is reported from 8-aminoquinoline benzamides and 2-bromophenols. Through choice of conditions, the reaction proceeds either through a sequential C-H etherification and subsequent Goldberg reaction, both controlled by the aminoquinoline group and Cu(I), or via a C-H etherification and subsequent Smiles rearrangement promoted by Cu(II) and t-BuOK The 8-aminoquinoline moiety, e.g., 8-amino-5-methoxyquinoline, is readily removable from the structures of dibenzoxazepinones under moderate conditions.
资助项目	NNSF[81273435] ; NNSF[81302699] ; National Science & Technology Major Project[2013ZX0910-3001-001] ; Ministry of Science and Technology[2012AA-01A305] ; Natural Science Foundation of Shanghai, China[14ZR1447800] ; State Key Laboratory of Natural and Biomimetic Drugs[K20150205]
WOS关键词	CARBON-HYDROGEN BONDS ; DIRECTING GROUP ; PALLADIUM ; ARYLATION ; ACID ; FUNCTIONALIZATION ; HETEROCYCLES ; ACTIVATION ; BENZAMIDES ; C(SP(3))-H
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000369771800010
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/276148]
专题	药物发现与设计中心
通讯作者	Li, Bo; Shi, Jiye; Zhu, Weiliang
作者单位	1.Univ Oxford, Kellogg Coll, 60-62 Banbury Rd, Oxford OX2 6PN, England 2.Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China; 3.UCB Biopharma SPRL, Chemin Foriest, Braine Lalleud, Belgium;
推荐引用方式 GB/T 7714	Zhou, Yunfei,Zhu, Jianming,Li, Bo,et al. Access to Different Isomeric Dibenzoxazepinones through Copper-Catalyzed C-H Etherification and C-N Bond Construction with Controllable Smiles Rearrangement[J]. ORGANIC LETTERS,2016,18(3):380-383.
APA	Zhou, Yunfei.,Zhu, Jianming.,Li, Bo.,Zhang, Yong.,Feng, Jia.,...&Zhu, Weiliang.(2016).Access to Different Isomeric Dibenzoxazepinones through Copper-Catalyzed C-H Etherification and C-N Bond Construction with Controllable Smiles Rearrangement.ORGANIC LETTERS,18(3),380-383.
MLA	Zhou, Yunfei,et al."Access to Different Isomeric Dibenzoxazepinones through Copper-Catalyzed C-H Etherification and C-N Bond Construction with Controllable Smiles Rearrangement".ORGANIC LETTERS 18.3(2016):380-383.