A practical synthesis of substituted 2,6-diaminopyridines via microwave-assisted copper-catalyzed amination of halopyridines

作者：Mastalir Matthias; Rosenberg Egon E; Kirchner Karl^*

来源：Tetrahedron, 2015, 71(42): 8104-8110.

DOI：10.1016/j.tet.2015.08.042

• Aminations
• 2,6-Diaminopyridines
• Nucleophilic aromatic substitutions
• Heterocycles
• Microwave assisted reactions
• Copper catalyzed

A microwave assisted copper-catalyzed amination protocol is reported utilizing a series of 2,6-dihalo- and 2-amino-6-halo pyridine precursors. Using this procedure, selective substitution of one or two halogens by aryl or allcylamines was achieved within 2-6 h with temperatures between 80 and 225 degrees C affording 2,6-diaminopyridines in good to excellent isolated yields. The reaction allows easy variation between educts and different N-substitutions. The target compounds are valuable precursors for the synthesis of bis-phosphorylated 2,6-diaminopyridines which are used as PNP pincer ligands in transition metal complexes.

• 出版日期2015-10-21