Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2011 Jun 3;13(11):2936-9.
doi: 10.1021/ol2009939. Epub 2011 May 10.

Iron-catalyzed cycloaddition of alkynenitriles and alkynes

Brendan R D'Souza  1 , Timothy K Lane, Janis Louie
Affiliations

Iron-catalyzed cycloaddition of alkynenitriles and alkynes

Brendan R D'Souza et al. Org Lett. .

Abstract

The combination of Fe(OAc)(2) and an electron-donating, sterically hindered pyridyl bisimine ligand catalyzes the cycloaddition of alkynenitriles and alkynes. A variety of substituted pyridines were obtained in good yields.

PubMed Disclaimer

References

    1. Pleitker OB, editor. Iron Catalysis in Organic Chemistry: Reactions and Applications. Wiley-VCH Weinheim; 2008.
    2. Chen MS. Science. 2010;327:566. - PubMed
    3. Chen MS, White MC. Science. 2007;318:783. - PubMed
    4. Chen K, Que L., Jr Chem. Commun. 1999:1375.
    5. Kim C, Chen K, Kim J, Que J. Am. Chem. Soc. 1997;119:5964.
    6. Okuno T, Ito S, Ohba S, Nishida Y. J. Chem. Soc. Dalton Trans. 1997:3547.
    7. Groves JT, Viski P. J. Am. Chem. Soc. 1989;111:8537.
    8. Khenkin AM, Shilov AE. New J. Chem. 1989;13:659.
    1. Ouchi M, Terashima T, Mitsuo S. Chem. Rev. 2009;109:4963. - PubMed
    2. Louie J, Grubbs RH. Chem. Commun. 2000:1479.
    3. Britovsek GJP, Bruce M, Gibson VC, Kimberley BS, Maddox PJ, Mastroianni S, McTavish SJ, Redshaw C, Solan GA, Strömberg S, White AJP, Williams DJ. J. Am. Chem. Soc. 1999;121:8728.
    4. Small BL, Brookhart M, Bennett AMA. J. Am. Chem. Soc. 1998;120:4049.
    1. Bolm C, Legros J, Le Paih J, Zani L. Chem. Rev. 2004;104:6217. - PubMed
    2. Correa A, Garcia MO, Bolm C. Chem. Soc. Rev. 2008;37:1108. - PubMed
    3. Nakamura E, Yoshikai N. J. Org. Chem. 2010;75:6010. - PubMed
    1. Fürstner A, Martin R. Chem. Lett. 2005;34:624.
    2. Czaplik WM, Mayer M, Cvengroš J, von Wangelin AJ. ChemSusChem. 2009;2:396. - PubMed
    3. Sherry BD, Fürstner A. Acc. Chem. Res. 2008;41:1500. - PubMed
    4. Fürstner A. Angew. Chem. Int. Ed. 2009;48:1364. - PubMed
    1. Fürstner A, Majima K, Martin R, Krause H, Kattnig E, Goddard R, Lehmann Christian W. J. Am. Chem. Soc. 2008;130:1992. - PubMed
    2. Breschi C, Piparo L, Pertici P, Maria Caporusso A, Vitulli G. J. Organomet. Chem. 2000;607:57.
    3. Saino N, Kogure D, Kase K, Okamoto SN, Kogure D, Kase K, Okamoto S. J. Organomet. Chem. 2006;691:3129.
    4. Gonzalez-Arellano C, Balu AM, Luque R, MacQuarrie DJ. Green Chemistry. 2010;12:1995.
    5. Saino N, Kogure D, Okamoto S. Org. Lett. 2005;7:3065. - PubMed

Publication types