Heterocyclization of Enediynes Promoted by Sodium Azide: A Case of Ambiguity of X-ray Data and Structure Revision

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• 作者：Anna V. Gulevskaya ; Alexander S. Tyaglivy ; Alexander F. Pozharskii ; Julia I. Nelina-Nemtseva ; Dmitry V. Steglenko
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：March 21, 2014
• 年：2014
• 卷：16
• 期：6
• 页码：1582-1585
• 全文大小：334K
• 年卷期：v.16,no.6(March 21, 2014)
• ISSN：1523-7052

文摘

It has been shown that contrary to the literature data the tandem cyclization of (Z)-1-aryl-3-hexen-1,5-diynes promoted by sodium azide results in the formation of the corresponding [1,2,3]triazolo[1,5-a]pyridines, not 1H-benzotriazole derivatives. Apparently, incorrect structure elucidation made by previous investigators originates from misinterpretation of X-ray data. A number of new transformations of this type as well as X-ray and NMR experiments are discussed.