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A nickel-catalyzed route to pyridines.
J Am Chem Soc. 2005 Apr 13; 127(14):5030-1.JA

Abstract

A mild and general route for preparing pyridines from nitriles and diynes is described. Ni/imidazolyidene complexes were used to mediate cyclization alkynes and both aryl and alkyl nitriles at ambient temperature. In addition, the efficacy of this protocol allows for the preparation of a fused seven-membered pyridone and for intermolecular cyclizations. When an asymmetrical diyne was employed, cyclization afforded a single pyridine regioisomer.

Authors+Show Affiliations

McCormick MM
Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112-0850, USA.
Duong HA
No affiliation info available
Zuo G
No affiliation info available
Louie J
No affiliation info available

MeSH

AlkynesCatalysisCyclizationNickelNitrilesOrganometallic CompoundsPyridines

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

15810832

Citation

McCormick, Michael M., et al. "A Nickel-catalyzed Route to Pyridines." Journal of the American Chemical Society, vol. 127, no. 14, 2005, pp. 5030-1.
McCormick MM, Duong HA, Zuo G, et al. A nickel-catalyzed route to pyridines. J Am Chem Soc. 2005;127(14):5030-1.
McCormick, M. M., Duong, H. A., Zuo, G., & Louie, J. (2005). A nickel-catalyzed route to pyridines. Journal of the American Chemical Society, 127(14), 5030-1.
McCormick MM, et al. A Nickel-catalyzed Route to Pyridines. J Am Chem Soc. 2005 Apr 13;127(14):5030-1. PubMed PMID: 15810832.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A nickel-catalyzed route to pyridines. AU - McCormick,Michael M, AU - Duong,Hung A, AU - Zuo,Gang, AU - Louie,Janis, PY - 2005/4/7/pubmed PY - 2005/5/25/medline PY - 2005/4/7/entrez SP - 5030 EP - 1 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 127 IS - 14 N2 - A mild and general route for preparing pyridines from nitriles and diynes is described. Ni/imidazolyidene complexes were used to mediate cyclization alkynes and both aryl and alkyl nitriles at ambient temperature. In addition, the efficacy of this protocol allows for the preparation of a fused seven-membered pyridone and for intermolecular cyclizations. When an asymmetrical diyne was employed, cyclization afforded a single pyridine regioisomer. SN - 0002-7863 UR - https://www.unboundmedicine.com/medline/citation/15810832/A_nickel_catalyzed_route_to_pyridines_ DB - PRIME DP - Unbound Medicine ER -