Literature DB >> 17261007

On-demand generation of an efficient catalyst for pyridine formation from unactivated nitriles and alpha,omega-diynes using CoCl2-6H2O, dppe, and Zn.

Kouki Kase1, Avijit Goswami, Kazuhiko Ohtaki, Emi Tanabe, Naoko Saino, Sentaro Okamoto.   

Abstract

[reaction: see text] A highly practical, general method for catalytic formation of substituted pyridines from a variety of unactivated nitriles and alpha,omega-diynes is given. The reactions which were catalyzed by 5 mol % of dppe/CoCl2-6H2O in the presence of Zn powder (10 mol %) could proceed at rt to approximately 50 degrees C with high functional compatibility and regioselectivity.

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Year:  2007        PMID： 17261007     DOI： 10.1021/ol070037p

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  A serendipitous discovery: nickel catalyst for the cycloaddition of diynes with unactivated nitriles.

Authors:  Puneet Kumar; Simon Prescher; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-20       Impact factor: 15.336

Review 2.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

3.  The discovery of [Ni(NHC)RCN]2 species and their role as cycloaddition catalysts for the formation of pyridines.

Authors:  Ryan M Stolley; Hung A Duong; David R Thomas; Janis Louie
Journal:  J Am Chem Soc       Date:  2012-09-04       Impact factor: 15.419

4.  Cross-cyclotrimerization with two nitriles as a synthetic pathway to unsymmetrically 3,3'-disubstituted bis(tetrahydroisoquinolines).

Authors:  Aneta Kadlcíková; Martin Kotora
Journal:  Molecules       Date:  2009-08-10       Impact factor: 4.411

5.  Diversity synthesis of complex pyridines yields a probe of a neurotrophic signaling pathway.

Authors:  B Lawrence Gray; Xiang Wang; W Colby Brown; Letian Kuai; Stuart L Schreiber
Journal:  Org Lett       Date:  2008-05-30       Impact factor: 6.005
  5 in total

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