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Synthesis of nitrogen-substituted pyran-2-ones via radical cyclisation approach


Mohd Nor, Siti Mariam and Mohd Fauzi, Nawwar Fathiah and Ismail, Intan Safinar (2013) Synthesis of nitrogen-substituted pyran-2-ones via radical cyclisation approach. International Journal of Education and Research, 1 (6). ISSN 2201-6333; ESSN: 2201-6740


Four new4-N-substituted pyran-2-ones (δ-lactones) were successfully synthesised from their corresponding cyanoalcohols via two reaction steps; (i) acylation and (ii) radical cyclisation. Four cyanobromoesters that were produced from acylation were treated with tris(trimethylsilyl)silane (TTMSH) and azobisisobutyronitrile (AIBN) in toluene to obtain 5-hydro-4-imino-3,6- dimethylpyran-2-one (4a), 4-amino-5-hydro-3,6,6-trimethylpyran-2-one (4b),3,5-dihydro-4-imino- 6-methylpyran-2-one (4c), and 3,5-Dihydro-4-imino-6,6-dimethylpyran-2-one (4d).

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Additional Metadata

Item Type: Article
Divisions: Faculty of Science
Institute of Bioscience
Publisher: Contemporary Research Center, Australia
Keywords: Pyran-2-one; 3-ene-lactones; Radical cyclisation; TTMSH; AIBN; 6-exo-dig.
Depositing User: Umikalthom Abdullah
Date Deposited: 23 Oct 2014 06:22
Last Modified: 09 Oct 2015 00:40
URI: http://psasir.upm.edu.my/id/eprint/30288
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