Synthesis of Cyclopentadienols by Rhodium-Catalyzed C-H Activation of 8-Formylquinolines and [2+2+1] Carbocyclization with Alkynes

doi:10.1021/acscatal.6b01936

	Synthesis of Cyclopentadienols by Rhodium-Catalyzed C-H Activation of 8-Formylquinolines and [2+2+1] Carbocyclization with Alkynes
	Qi, Zisong 1; Yang, Xifa 1,2; Li, Xingwei 1
刊名	ACS CATALYSIS
	2016-10-01
卷号	6 期号:10 页码:6372-6376
关键词	Aldehyde Alkyne Rhodium C-h Activation Cyclopentadienol
ISSN号	2155-5435
DOI	10.1021/acscatal.6b01936
文献子类	Article
英文摘要	An efficient Rh(III)-catalyzed redox-neutral [2+2+1] coupling between 8-formylquinolines and alkynes has been realized for the synthesis of cyclopentadienols with broad substrate scope and functional group tolerance. The reaction occurs via C (aryl)-H activation with double insertion of the alkyne in high atom-economy. Instead of simply undergoing a [2+2+1] cyclization, a subsequent formal intermolecular 1,5 -shift of the hydroxyl group is involved, which affords a thermodynamically more stable, conjugated cyclopentadienol.
WOS关键词	N-SULFONYL 2-AMINOBENZALDEHYDES ; CARBON-HYDROGEN BONDS ; INTERNAL ALKYNES ; CHELATION-ASSISTANCE ; COMPLEXES ; FUNCTIONALIZATION ; ALDEHYDES ; INDENOLS ; SALICYLALDEHYDES ; DERIVATIVES
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000385057900006
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/169890]
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	Li, Xingwei
作者单位	1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Qi, Zisong,Yang, Xifa,Li, Xingwei. Synthesis of Cyclopentadienols by Rhodium-Catalyzed C-H Activation of 8-Formylquinolines and [2+2+1] Carbocyclization with Alkynes[J]. ACS CATALYSIS,2016,6(10):6372-6376.
APA	Qi, Zisong,Yang, Xifa,&Li, Xingwei.(2016).Synthesis of Cyclopentadienols by Rhodium-Catalyzed C-H Activation of 8-Formylquinolines and [2+2+1] Carbocyclization with Alkynes.ACS CATALYSIS,6(10),6372-6376.
MLA	Qi, Zisong,et al."Synthesis of Cyclopentadienols by Rhodium-Catalyzed C-H Activation of 8-Formylquinolines and [2+2+1] Carbocyclization with Alkynes".ACS CATALYSIS 6.10(2016):6372-6376.