Nickel-Catalyzed Negishi Cross-Coupling Reactions of Secondary Alkylzinc Halides and Aryl Iodides

被引：84
作者：
Joshi-Pangu, Amruta [1 ]
Ganesh, Madhu [1 ]
Biscoe, Mark R. [1 ]
机构：
[1] CUNY, Dept Chem, New York, NY 10031 USA
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 05期
基金：
美国国家科学基金会;
关键词：
ALPHA-ARYLATION; EFFICIENT; COMPLEXES; CHLORIDES; REAGENTS; BROMIDES; LIGAND; REACTIVITY; ZINC;
D O I：
10.1021/ol200098d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 beta-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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页码：1218 / 1221
页数：4
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