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- Title
New Approach for the One-Pot Synthesis of 1,3,5-Triazine Derivatives: Application of Cu(I) Supported on a Weakly Acidic Cation-Exchanger Resin in a Comparative Study.
- Authors
Havránková, Eva; Csöllei, Jozef; Pazdera, Pavel; Orru, Romano V. A.
- Abstract
An efficient and simple methodology for Ullmann Cu(I)-catalyzed synthesis of di- and trisubstituted 1,3,5-triazine derivatives from dichlorotriazinyl benzenesulfonamide and corresponding nucleophiles is reported. Cations Cu(I) supported on macroporous and weakly acidic, low-cost industrial resin of polyacrylate type were used as a catalyst. The reaction times and yields were compared with traditional synthetic methods for synthesis of substituted 1,3,5-triazine derivatives via nucleophilic substitution of chlorine atoms in dichlorotriazinyl benzenesulfonamide. It was found that Ullmann-type reactions provide significantly shortened reaction times and, in some cases, also higher yields. Finally, trisubstituted s-triazine derivatives were effectively prepared via Ullmann-type reaction in a one-pot synthetic design. Six new s-triazine derivatives with potential biological activity were prepared and characterized.
- Subjects
TRIAZINE derivatives; TRIAZINES; CHEMICAL yield; GUMS &; resins; COMPARATIVE studies; NUCLEOPHILES
- Publication
Molecules, 2019, Vol 24, Issue 19, p3586
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules24193586