Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides

被引:61
|
作者
Yang, Yang [1 ]
Niedermann, Katrin [1 ]
Han, Chong [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
基金
瑞士国家科学基金会; 美国国家卫生研究院;
关键词
ORGANIC HALIDES; ARYL CHLORIDES; COMPLEXES; ELECTROPHILES; GRIGNARD; BROMIDES;
D O I
10.1021/ol502230p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described. The development of a series of biarylphosphine ligands has led to the identification of an improved catalyst for the coupling of electron-deficient heterocyclic substrates. Preparation and characterization of oxidative addition complex (L)(Ar)PdBr provided insight into the unique reactivity of catalysts based on CPhos-type ligands in facilitating challenging reductive elimination processes.
引用
收藏
页码:4638 / 4641
页数:4
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