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Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and ?-Chloronitriles.

ABSTRACT: A Ni-catalyzed asymmetric reductive cross-coupling of heteroaryl iodides and ?-chloronitriles has been developed. This method furnishes enantioenriched ?,?-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.

SUBMITTER: Kadunce NT 

PROVIDER: S-EPMC5066588 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature

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

Kadunce Nathaniel T NT   Reisman Sarah E SE  

Journal of the American Chemical Society 20150813 33

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. ...[more]

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