Rhodium(III)-Catalyzed Annulation of Acetophenone O-Acetyl Oximes with Allenoates through Arene C-H Activation: An Access to Isoquinolines

doi:10.1021/acs.joc.8b03092

	Rhodium(III)-Catalyzed Annulation of Acetophenone O-Acetyl Oximes with Allenoates through Arene C-H Activation: An Access to Isoquinolines
	Wang, Quannan 1,2; Lou, Jiang 1,2; Huang, Zilong 1,2; Yu, Zhengkun 2,3
刊名	JOURNAL OF ORGANIC CHEMISTRY
	2019-02-15
卷号	84 期号:4 页码:2083-2092
ISSN号	0022-3263
DOI	10.1021/acs.joc.8b03092
通讯作者	Yu, Zhengkun(zkyu@dicp.ac.cn)
英文摘要	Rhodium(III)-catalyzed annulation of acetophenone O-acetyl oximes with allenoates was achieved, affording isoquinolines in good to excellent yields with high regioselectivities under redox-neutral conditions. Allenoates acted as the C2 synthons in the annulation reaction. The present synthetic methodology features good functional group tolerance and avoids metal salts as the external oxidants. The proposed mechanism suggests that the reaction proceeds through arene C-H activation, allene insertion, and C-N coupling.
资助项目	National Natural Science Foundation of China[21871253] ; National Natural Science Foundation of China[21472185] ; National Basic Research Program of China[2015CB856600]
WOS关键词	REGIOSELECTIVE INTERMOLECULAR ANNULATION ; BOND ACTIVATION ; ASYMMETRIC-SYNTHESIS ; DIRECT ARYLATION ; ALLENES ; FUNCTIONALIZATION ; ALLYLATION ; ALKYNES ; DECARBONYLATION ; SULFONAMIDES
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000459367100041
资助机构	National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/165796]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者	Yu, Zhengkun
作者单位	1.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China
推荐引用方式 GB/T 7714	Wang, Quannan,Lou, Jiang,Huang, Zilong,et al. Rhodium(III)-Catalyzed Annulation of Acetophenone O-Acetyl Oximes with Allenoates through Arene C-H Activation: An Access to Isoquinolines[J]. JOURNAL OF ORGANIC CHEMISTRY,2019,84(4):2083-2092.
APA	Wang, Quannan,Lou, Jiang,Huang, Zilong,&Yu, Zhengkun.(2019).Rhodium(III)-Catalyzed Annulation of Acetophenone O-Acetyl Oximes with Allenoates through Arene C-H Activation: An Access to Isoquinolines.JOURNAL OF ORGANIC CHEMISTRY,84(4),2083-2092.
MLA	Wang, Quannan,et al."Rhodium(III)-Catalyzed Annulation of Acetophenone O-Acetyl Oximes with Allenoates through Arene C-H Activation: An Access to Isoquinolines".JOURNAL OF ORGANIC CHEMISTRY 84.4(2019):2083-2092.