Copper-Catalyzed Multicomponent Reactions: Synthesis of Fused 1,2,3-Triazolo-1,3,6-triazonines

We describe our results on the synthesis of fused 1,2,3-triazolo-1,3,6-triazonines through a copper-catalyzed multicomponent reaction. The products were obtained in moderate to excellent yields by the reaction of 2-azidobenzaldehydes, substituted diaminobenzenes and a range of terminal alkynes in the presence of a catalytic amount of copper iodide, with Et3N as base, in DMSO at 100 °C. This method proved to be efficient for the combinatorial synthesis of new medium-sized N-heterocyclic rings with potential applications in biological studies. © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Authors
Peringer F.1 , Do Nascimento J.E.R. , Abib P.B.1 , Barcellos T.2 , Van Der Eycken E.V. , Perin G.1 , Jacob R.G.1 , Alves D.1
Number of issue
18
Language
English
Pages
2579-2586
Status
Published
Volume
2017
Year
2017
Organizations
  • 1 LASOL-CCQFA, Universidade Federal de Pelotas - UFPel, P. O. Box 354, Pelotas, RS 96010-900, Brazil
  • 2 Laboratory of Biotechnology of Natural and Synthetic Products, Universidade de Caxias do Sul, Caxias do Sul, RS, Brazil
  • 3 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, Leuven, 3001, Belgium
  • 4 Peoples Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya street, Moscow, 117198, Russian Federation
Keywords
Click chemistry; Copper; Fused-ring systems; Heterocycles; Medium-ring compounds; Multicomponent reactions
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