Department of Organic Chemistry, Southern Federal University , Zorge 7, Rostov-on-Don 344090, Russian Federation.
Org Lett. 2014 Mar 21;16(6):1582-5. doi: 10.1021/ol500125j. Epub 2014 Mar 5.
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.
研究表明,与文献数据相反,叠氮钠促进(Z)-1-芳基-3-己烯-1,5-二炔的串联环化反应生成相应的[1,2,3]三唑并[1,5-a]吡啶,而不是 1H-苯并三唑衍生物。显然,之前研究人员错误的结构解析来源于对 X 射线数据的错误解释。讨论了这种类型的一些新的转化以及 X 射线和 NMR 实验。