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[Org. Biomol. Chem.] [5C + 1N] Annulation of 2,4-pentadienenitriles with hydroxylamine: a synthetic route to multi-substituted 2-aminopyridines
writer:Xiaoqing Xin, Peng Huang, Dexuan Xiang, Rui Zhang,* Fengyu Zhao, Ning Zhang and Dewen Dong*
keywords:annulation, 2-aminopyridines, 2,4-pentadienenitriles
source:期刊
specific source:Org. Biomol. Chem.
Issue time:2013年

A facile and efficient synthetic route to multi-substituted 2-aminopyridines has been developed via a formal [5C + 1N] annulation of readily available 2,4-pentadienenitriles with hydroxylamine (NH2OH) under very mild conditions, which involves sequential intermolecular aza-nucleophilic addition of hydroxylamine, intramolecular aza-cyclization, and dehydration reactions.