title: Synthesis of 1,2,4-triazines and the triazinoisoquinolinedione DEF ring system of noelaquinone.
abstract: The intramolecular Staudinger-aza-Wittig reaction is used for a general synthesis of 1,2,5,6-tetrahydro-1,2,4-triazines, a structural motif reported for the natural product noelaquinone. The DEF moiety of noelaquinone was obtained in 13 steps and 2% overall yield, and the structure of the synthetic product was confirmed by X-ray analysis.
authors.affiliation: Department of Chemistry and Center for Chemical Methodologies and Library Development, 219 Parkman Avenue, 15260 Pittsburgh, PA, USA.
authors.forename: Liming
authors.initials: L
authors.lastname: Cao
authors.forename: John P
authors.initials: JP
authors.lastname: Maciejewski
authors.forename: Stephan
authors.initials: S
authors.lastname: Elzner
authors.forename: David
authors.initials: D
authors.lastname: Amantini
authors.forename: Peter
authors.initials: P
authors.lastname: Wipf
mesh_terms: D001688:Biological Products / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry*; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001688:Biological Products; D006576:Heterocyclic Compounds, 4 or More Rings; D007546:Isoquinolines; D014227:Triazines