Cu-Catalyzed N-Alkynylation of imidazoles, benzimidazoles, indazoles, and pyrazoles using PEG as solvent medium

Burley, Glenn and Davies, David L and Griffith, Gerry A and Lee, Michael and Singh, Kuldip (2010) Cu-Catalyzed N-Alkynylation of imidazoles, benzimidazoles, indazoles, and pyrazoles using PEG as solvent medium. Journal of Organic Chemistry, 75 (3). pp. 980-983. ISSN 0022-3263 (https://doi.org/10.1021/jo902466f)

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Abstract

A facile and efficient Cu(I)-catalyzed cross-coupling method is reported for the preparation of N-alkynyl or N-bromoalkenyl heteroarenes from bromoalkynes. Generally superior yields and functional group tolerance were obtained with microwave (MW) irradiation using imidazole, benzimidazole, pyrazole, and indazole substrates and poly(ethylene glycol) 400 (PEG400) as an additive.We speculate that PEG400 acts as both a Cu(I)-stabilizing ligand as well as a phase transfer solvent.

  • Item type:Article
    ID code:32814
    Dates:
    Date
    Event
    5 February 2010
    Published
    4 January 2010
    Published Online
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:25 Aug 2011 12:54
    Last modified:08 Apr 2024 19:14
    URI:https://strathprints.strath.ac.uk/id/eprint/32814
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