4.6 Article

A sequential one-pot approach to 1,2,4,5-tetrasubstituted-2H-imidazole synthesis from disubstituted alkynes

Journal

NEW JOURNAL OF CHEMISTRY
Volume 39, Issue 9, Pages 6914-6918

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5nj00959f

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Funding

  1. Ministry of Science and Technology (MOST), Taiwan
  2. Centre for Research Resources and Development of Kaohsiung Medical University

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A sequential one-pot approach to the tetrasubstituted 2H-imidazole scaffolds has been developed from disubstituted alkynes and structurally diverse ketones. The reaction proceeds via a diketo intermediate generated from internal alkynes followed by the addition of ammonium acetate and a suitable ketone, affording a diverse range of 2H-imidazoles. Using air-moisture stable reaction conditions and inexpensive reagents, the transformation demonstrates a broad substrate scope and good functional group compatibility.

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