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Synthesis of 1,2,4-triazines and the triazinoisoquinolinedione DEF ring system of noelaquinone

Cao, L and MacIejewski, JP and Elzner, S and Amantini, D and Wipf, P (2012) Synthesis of 1,2,4-triazines and the triazinoisoquinolinedione DEF ring system of noelaquinone. Organic and Biomolecular Chemistry, 10 (30). 5811 - 5814. ISSN 1477-0520

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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. © 2012 The Royal Society of Chemistry.


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Item Type: Article
Status: Published
CreatorsEmailPitt UsernameORCID
Cao, Llic57@pitt.eduLIC57
MacIejewski, JP
Elzner, S
Amantini, D
Wipf, Ppwipf@pitt.eduPWIPF
Date: 14 August 2012
Date Type: Publication
Journal or Publication Title: Organic and Biomolecular Chemistry
Volume: 10
Number: 30
Page Range: 5811 - 5814
DOI or Unique Handle: 10.1039/c2ob25353d
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 1477-0520
MeSH Headings: Biological Agents--chemistry; Chemistry Techniques, Synthetic; Heterocyclic Compounds with 4 or More Rings--chemistry; Isoquinolines--chemical synthesis; Isoquinolines--chemistry; Triazines--chemical synthesis; Triazines--chemistry
Other ID: NLM NIHMS371302 [Available on 08/14/13], NLM PMC3535313 [Available on 08/14/13]
PubMed Central ID: PMC3535313
PubMed ID: 22473572
Date Deposited: 28 May 2013 15:14
Last Modified: 02 Feb 2019 15:56


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