Heterocyclization of enediynes promoted by sodium azide: a case of ambiguity of X-ray data and structure revision.
Department of Organic Chemistry, Southern Federal University , Zorge 7, Rostov-on-Don 344090, Russian Federation.
- Published Article
American Chemical Society
- Publication Date
Mar 21, 2014
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.
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The corresponding record at NLM can be accessed at https://www.ncbi.nlm.nih.gov/pubmed/24593161