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本文引用的文献

1
Catalytic C-C, C-N, and C-O Ullmann-type coupling reactions.催化碳-碳、碳-氮和碳-氧乌尔曼型偶联反应。
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2
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Org Lett. 2009 Feb 19;11(4):867-70. doi: 10.1021/ol802772s.
3
Copper-catalyzed arylation of nucleophiles by using butadienylphosphines as ligands: mechanistic insight.以丁二烯基膦为配体的铜催化亲核试剂芳基化反应:机理洞察
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New classes of Gram-positive selective antibacterials: inhibitors of MRSA and surrogates of the causative agents of anthrax and tuberculosis.新型革兰氏阳性选择性抗菌药物:耐甲氧西林金黄色葡萄球菌抑制剂以及炭疽和结核病病原体替代物
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5
Copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis.铜介导的偶联反应及其在天然产物和设计生物分子合成中的应用。
Chem Rev. 2008 Aug;108(8):3054-131. doi: 10.1021/cr8002505.
6
Enantioselective intramolecular hydroarylation of alkenes via directed C-H bond activation.通过定向C-H键活化实现烯烃的对映选择性分子内氢芳基化反应。
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7
Stereo- and regiospecific cu-catalyzed cross-coupling reaction of vinyl iodides and thiols: a very mild and general route for the synthesis of vinyl sulfides.铜催化的立体和区域特异性碘乙烯与硫醇的交叉偶联反应:一种非常温和且通用的合成乙烯基硫醚的方法。
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8
Chemical synthesis and biological evaluation of palmerolide A analogues.帕莫利德A类似物的化学合成与生物学评价
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9
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10
Palladium and copper-catalysed arylation reactions in the presence of water, with a focus on carbon-heteroatom bond formation.钯和铜催化的水相芳基化反应,重点关注碳-杂原子键的形成。
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首例高效、通用配体在铜催化卤代乙烯与杂环、酚类化合物交叉偶联反应中的应用。

First application of an efficient and versatile ligand for copper-catalyzed cross-coupling reactions of vinyl halides with N-heterocycles and phenols.

机构信息

Department of Chemistry and Biochemistry, University of Wisconsin-Milwaukee, Milwaukee, Wisconsin 53201, USA.

出版信息

Org Lett. 2010 Feb 5;12(3):464-7. doi: 10.1021/ol9026446.

DOI:10.1021/ol9026446
PMID:20039699
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2826166/
Abstract

2-Pyridin-2-yl-1H-benzoimidazole L3 is presented as a new, efficient, and versatile bidentate N-donor ligand suitable for the copper-catalyzed formation of vinyl C-N and C-O bonds. This inexpensive and easily prepared ligand facilitates copper-catalyzed cross-coupling reactions of alkenyl bromides and iodides with N-heterocycles and phenols to afford the desired cross-coupled products in good to excellent yields with full retention of stereochemistry. This method is particularly noteworthy given its efficiency, that is, mild reaction conditions, low catalyst loading, simplicity, versatility, and exceptional level of functional group tolerance.

摘要

2-吡啶-2-基-1H-苯并咪唑 L3 被提出作为一种新的、高效的、多功能的双齿 N-供体配体,适用于铜催化的乙烯基 C-N 和 C-O 键的形成。这种廉价且易于制备的配体促进了铜催化的烯基溴化物和碘化物与 N-杂环和酚的交叉偶联反应,以良好至优异的收率得到所需的交叉偶联产物,并且立体化学完全保留。鉴于其效率(即温和的反应条件、低催化剂负载、简单性、多功能性和出色的官能团容忍度),该方法尤为值得注意。