镍催化的仲烷基卤化锌与芳基碘的 Negishi 交叉偶联反应。
Nickel-catalyzed Negishi cross-coupling reactions of secondary alkylzinc halides and aryl iodides.
机构信息
Department of Chemistry, The City College of New York, New York, New York, USA.
出版信息
Org Lett. 2011 Mar 4;13(5):1218-21. doi: 10.1021/ol200098d. Epub 2011 Feb 10.
Abstract
A general Ni-catalyzed process for the cross-coupling of secondary alkylzinc halides and aryl/heteroaryl iodides has been developed. This is the first process to overcome the isomerization and β-hydride elimination problems that are associated with the use of secondary nucleophiles, and that have limited the analogous Pd-catalyzed systems. The impact of salt additives was also investigated. It was found that the presence of LiBF(4) dramatically improves both isomeric retention and yield for challenging substrates.
摘要
已开发出一种通用的 Ni 催化的方法，用于二级烷基卤化锌和芳基/杂芳基碘化物的交叉偶联。这是第一个克服与使用二级亲核试剂相关联的异构化和β-氢消除问题的方法，这些问题限制了类似的 Pd 催化体系。还研究了盐添加剂的影响。结果发现，LiBF(4) 的存在显著提高了具有挑战性的底物的异构保留率和产率。
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