Everson, D., J. Buonomo, and D. Weix. Nickel-Catalyzed Cross-Electrophile Coupling of 2-Chloropyridines With Alkyl Bromides. Synlett.
| 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. |
| Keywords | (+)-epibatidine, alkylations, aryl halides, carbon bond formation, catalysis, chlorides, conjugate addition, cross-coupling, general-method, grignard-reagents, ketone formation, medicinal chemists, nickel, organic halides, pyridines |
| DOI | 10.1055/s-0033-1340151 |