Nickel-Catalyzed Cross-Electrophile Coupling of 2-Chloropyridines with 
Alkyl Bromides

Daniel A. Everson; Joseph A. Buonomo; Daniel J. Weix

doi:10.1055/s-0033-1340151

Synlett, Inhaltsverzeichnis

Synlett 2014; 25(2): 233-238
DOI: 10.1055/s-0033-1340151

letter

Nickel-Catalyzed Cross-Electrophile Coupling of 2-Chloropyridines with Alkyl Bromides

Daniel A. Everson

Department of Chemistry, University of Rochester, Rochester, NY 14627-0216, USA Fax: +1(585)2760205 eMail: daniel.weix@rochester.edu

,

Joseph A. Buonomo

Department of Chemistry, University of Rochester, Rochester, NY 14627-0216, USA Fax: +1(585)2760205 eMail: daniel.weix@rochester.edu

,

Daniel J. Weix*

Department of Chemistry, University of Rochester, Rochester, NY 14627-0216, USA Fax: +1(585)2760205 eMail: daniel.weix@rochester.edu

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Abstract

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Abstract

The synthesis of 2-alkylated pyridines by the nickel-catalyzed cross-coupling of two electrophiles, a 2-chloropyridine and an alkyl bromide, is described. Compared with our previously published conditions for aryl halides, this method uses a different, more rigid, bathophenanthroline ligand and is conducted at high concentration in N,N-dimethylformamide as solvent. The method displays promising functional group compatibility and the conditions are orthogonal to those for the Stille coupling.

Key words

nickel - catalysis - alkylations - pyridines - cross-coupling

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Referenzen

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