title: Fused ring aziridines as a facile entry into triazole fused tricyclic and bicyclic heterocycles.
abstract: The intramolecular dipolar cycloaddition of an azide with an alkyne has provided a useful entry into triazole fused tricyclic heterocycles containing both the triazole ring and the oxazolidin-2-one ring system. The requisite azido-alkynes have been prepared via a two-step sequence from fused ring aziridines. A series of 6-12 membered rings containing both the oxazolidinone and triazole rings have been prepared. These ring systems have been designed as conformationally restrained analogs of RNA-binding oxazolidinones.
authors.affiliation: Clippinger Laboratory, Department of Chemistry and Biochemistry, Ohio University, Athens, OH 45701, USA.
authors.forename: Fang
authors.initials: F
authors.lastname: Fang
authors.forename: Megan
authors.initials: M
authors.lastname: Vogel
authors.forename: Jennifer V
authors.initials: JV
authors.lastname: Hines
authors.forename: Stephen C
authors.initials: SC
authors.lastname: Bergmeier
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D003500:Cyclization; D006801:Humans; D015394:Molecular Structure; D023303:Oxazolidinones / Q000138:chemical synthesis*; D012313:RNA / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis*
chemical_list: D000480:Alkynes; D001386:Azides; D001388:Aziridines; D023303:Oxazolidinones; D014230:Triazoles; D012313:RNA