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铜催化交叉偶联:一种未被开发的潜力。

Copper-catalysed cross-coupling: an untapped potential.

作者信息

Thapa Surendra, Shrestha Bijay, Gurung Santosh K, Giri Ramesh

机构信息

Department of Chemistry & Chemical Biology, The University of New Mexico, Albuquerque, NM 87131, USA.

出版信息

Org Biomol Chem. 2015 May 7;13(17):4816-27. doi: 10.1039/c5ob00200a.

DOI:10.1039/c5ob00200a
PMID:25829351
Abstract

Copper is emerging as a viable catalytic metal for cross-coupling reactions to construct carbon-carbon (C-C) bonds. Recent revelations that Cu-catalysts can execute with high efficacy the cross-couplings of a variety of organometallic reagents, including organomagnesium, organoboron, organosilicon, organoindium and organomanganese, with alkyl, aryl and heteroaryl halides clearly demonstrate the versatility of Cu-based catalytic systems in conducting these reactions. In addition, Cu-catalysts are exhibiting a unique reactivity pattern that allows ligandless cross-coupling for aryl-heteroaryl and heteroaryl-heteroaryl bond formation, a transformation that generally requires special custom-designed ligands with Pd-catalysts. This review summarises early discoveries and subsequent advancements made in the area of Cu-catalysed cross-couplings of organometallic reagents with organohalides to form C-C bonds.

摘要

铜正成为一种用于交叉偶联反应以构建碳-碳(C-C)键的可行催化金属。最近有研究表明,铜催化剂能够高效地实现多种有机金属试剂(包括有机镁、有机硼、有机硅、有机铟和有机锰)与烷基、芳基和杂芳基卤化物的交叉偶联,这清楚地证明了铜基催化体系在进行这些反应时的多功能性。此外,铜催化剂展现出一种独特的反应模式,能够实现用于形成芳基-杂芳基和杂芳基-杂芳基键的无配体交叉偶联,而这种转化通常需要使用特殊定制配体的钯催化剂。本综述总结了在铜催化有机金属试剂与有机卤化物交叉偶联以形成C-C键领域的早期发现及后续进展。

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