title: Heterocyclization of enediynes promoted by sodium azide: a case of ambiguity of X-ray data and structure revision.
abstract: 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.
authors.affiliation: Department of Organic Chemistry, Southern Federal University , Zorge 7, Rostov-on-Don 344090, Russian Federation.
authors.forename: Anna V
authors.initials: AV
authors.lastname: Gulevskaya
authors.forename: Alexander S
authors.initials: AS
authors.lastname: Tyaglivy
authors.forename: Alexander F
authors.initials: AF
authors.lastname: Pozharskii
authors.forename: Julia I
authors.initials: JI
authors.lastname: Nelina-Nemtseva
authors.forename: Dmitry V
authors.initials: DV
authors.lastname: Steglenko
mesh_terms: D018360:Crystallography, X-Ray; D003500:Cyclization; D053281:Enediynes / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D011725:Pyridines; D019810:Sodium Azide / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*
chemical_list: D053281:Enediynes; D011725:Pyridines; D014230:Triazoles; D019810:Sodium Azide