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

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...

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Bibliographic Details
Main Authors: Mohd Nor, Siti Mariam, Mohd Fauzi, Nawwar Fathiah, Ismail, Intan Safinar
Format: Article
Language:English
English
Published: Contemporary Research Center, Australia 2013
Online Access:http://psasir.upm.edu.my/id/eprint/30288/1/Synthesis%20of%20nitrogen.pdf
http://psasir.upm.edu.my/id/eprint/30288/
http://www.ijern.com/June-2013.php
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Institution: Universiti Putra Malaysia
Language: English
English
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Summary: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).