4.4 Article

Copper-catalyzed click synthesis of functionalized 1,2,3-triazoles with 3,4-dihydropyrimidinone or amide group via a one-pot four-component reaction

Journal

TETRAHEDRON
Volume 69, Issue 2, Pages 881-887

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.10.097

Keywords

1,2,3-Triazoles; Cu (I)-catalyzed azide-alkyl cycloadition; N3-substituted dihydropyrimidinones; Amides

Funding

  1. National Nature Science Foundation of China [20902073, 21062017]
  2. Natural Science Foundation of Gansu Province [096RJZA116]
  3. Scientific and Technological Innovation Engineering program of Northwest Normal University [nwnu-kjcxgc-03-64, nwnulkqn-10-15]

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A Cu (I) generated in situ from Cu(OAc)(2)center dot H2O/sodium ascorbate catalyzed one-pot multicomponent reaction for the synthesis of a series of N-functionalized 1,2,3-triazoles with 3,4-dihydropyrimidione from 3,4-dihydropyrimidiones, paraformaldehyde, sodium azide and alkynes is described. Remarkably N-functionalized 1,2,3-triazoles with amide were prepared by this method. This procedure eliminates the need to handle organic halides or organic azides, as they are generated in situ, making this already powerful click process even more user-friendly and safe. (c) 2012 Elsevier Ltd. All rights reserved.

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