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.
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。
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