Nickel-catalyzed Negishi cross-coupling reactions of secondary alkylzinc halides and aryl iodides.

Nickel-catalyzed Negishi cross-coupling reactions of secondary alkylzinc halides and aryl iodides.
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继发烷基卤化物和芳基碘化物的镍催化的Negishi negishi交叉偶联反应。

DOI:
10.1021/ol200098d
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发表时间:
2011-03-04
期刊:
影响因子:
5.2
通讯作者:
Biscoe MR
Biscoe MR
中科院分区:
化学1区
文献类型:
--
作者:
Joshi-Pangu A;Ganesh M;Biscoe MR

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已开发了用于仲烷基卤化锌和芳基/杂芳基碘的交叉偶联的通用镍催化方法。这是第一个克服异构化和β-氢化物消除问题的方法,这些问题与使用仲亲核试剂有关,并且限制了类似的Pd催化体系。还研究了盐添加剂的影响。结果发现,LiBF 4的存在下,显着提高了异构体的保留和挑战性的基板的产量。
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 LiBF4 dramatically improves both isomeric retention and yield for challenging substrates.
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