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

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• 作者：Matthias Mastalir^a ; Egon E. Rosenberg^b ; Karl Kirchner^a ; ^{kkirch@mail.tuwien.ac.at" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Aminations ; 2 ; 6-Diaminopyridines ; Nucleophilic aromatic substitutions ; Heterocycles ; Microwave assisted reactions ; Copper catalyzed
• 刊名：Tetrahedron
• 出版年：2015
• 出版时间：21 October 2015
• 年：2015
• 卷：71
• 期：42
• 页码：8104-8110
• 全文大小：790 K

文摘

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 alkylamines was achieved within 2–6 h with temperatures between 80 and 225 °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.