A Highly Practical and Reliable Nickel Catalyst for Suzuki-Miyaura Coupling of Aryl Halides

	A Highly Practical and Reliable Nickel Catalyst for Suzuki-Miyaura Coupling of Aryl Halides
	Zhao YL ; Li Y ; Li SM ; Zhou YG ; Sun FY ; Gao LX ; Han FS
刊名	advanced synthesis & catalysis
	2011
卷号	353 期号:9 页码:1543-1550
关键词	STERICALLY HINDERED BIARYLS ACTIVE PALLADIUM CATALYSTS C-O ACTIVATION ARYLBORONIC ACIDS BORONIC ACIDS ROOM-TEMPERATURE COMPLEXES ARENESULFONATES CHLORIDES CHLOROARENES
ISSN号	1615-4150
通讯作者	han fs
中文摘要	we disclose that [1,3-bis(diphenylphosphino)methane]nickel(ii) chloride [nicl(2)(dppp)] is a highly active, universally applicable, cheap, and stable catalyst for suzuki-miyaura cross-coupling reactions of aryl halides with a catalyst loading of lower than 1 mol%, and more notably, in the absence of extra supporting ligands. under the optimized reaction conditions, a broad range of aryl bromides as well as the notoriously unreactive aryl chlorides, including activated, non-activated, deactivated, and heteroaromatic and sterically hindered substrates can be coupled smoothly with various boronic acids (47 examples, 48-98% yields). in addition, the transformation is tolerant of various functional groups such as ether, ester, ketone, aldehyde, cyano, and un-protected amino and hydroxy groups. finally, the potential utilization of the methodology was further demonstrated by the gram-scale synthesis of several core structures of commercialized antihypertensive drugs and fungicides. thus, the combination of high activity, broad applicability, cheapness, and high stability of nicl(2)(dppp) presented in this work constitutes one of the few prominent catalysts which allow for practical and reliable construction of biaryls and heterobiaryls with structural diversity from readily available aryl halides and boronic acids.
收录类别	SCI收录期刊论文
语种	英语
WOS记录号	WOS:000292848200025
公开日期	2012-06-11
内容类型	期刊论文
源URL	[http://ir.ciac.jl.cn/handle/322003/44594]
专题	长春应用化学研究所_长春应用化学研究所知识产出_期刊论文
推荐引用方式 GB/T 7714	Zhao YL,Li Y,Li SM,et al. A Highly Practical and Reliable Nickel Catalyst for Suzuki-Miyaura Coupling of Aryl Halides[J]. advanced synthesis & catalysis,2011,353(9):1543-1550.
APA	Zhao YL.,Li Y.,Li SM.,Zhou YG.,Sun FY.,...&Han FS.(2011).A Highly Practical and Reliable Nickel Catalyst for Suzuki-Miyaura Coupling of Aryl Halides.advanced synthesis & catalysis,353(9),1543-1550.
MLA	Zhao YL,et al."A Highly Practical and Reliable Nickel Catalyst for Suzuki-Miyaura Coupling of Aryl Halides".advanced synthesis & catalysis 353.9(2011):1543-1550.