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Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and α‑Chloronitriles

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journal contribution
posted on 26.08.2015, 00:00 by Nathaniel T. Kadunce, Sarah E. Reisman
A Ni-catalyzed asymmetric reductive cross-coupling of heteroaryl iodides and α-chloronitriles has been developed. This method furnishes enantioenriched α,α-disubstituted nitriles from simple organohalide building blocks. The reaction tolerates a variety of heterocyclic coupling partners, including pyridines, pyrimidines, quinolines, thiophenes, and piperidines. The reaction proceeds under mild conditions at room temperature and precludes the need to pregenerate organometallic nucleophiles.