Palladium-catalysed cross-coupling as a key step in the synthesis of pyridyl-benzamides, -benzylamines and -sulfonamides

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• 作者：Charles R.K. Changunda^a ; Adriaan E. Basson^b ; ^c ; Sandy F. van Vuuren^d ; Amanda L. Rousseau^a ; Moira L. Bode^a ; ^{Moira.Bode@wits.ac.za}
• 关键词：NNRTI ; Pyridylbenzamide ; Palladium-catalysed cross-coupling
• 刊名：Tetrahedron
• 出版年：2017
• 出版时间：12 January 2017
• 年：2017
• 卷：73
• 期：2
• 页码：137-147
• 全文大小：760 K
• 卷排序：73

文摘

Novel N-, O- and S-substituted pyridyl-benzamides, -benzylamines and -sulfonamides were prepared by means of palladium-catalysed cross-coupling reactions. The synthetic approach, using Pd2(dba)3 as palladium source and rac-BINAP as supporting ligand, proved to be successful for CN, CO and CS cross-coupling reactions. One of the substrates underwent an unexpected nucleophilic aromatic substitution of fluorine, rather than the expected CN cross-coupling reaction.