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Issue 88, 2017, Issue in Progress
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Synthesis of substituted pyrazines from N-allyl malonamides

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Abstract

The synthesis of pyrazines is described using a sequence that begins with the diazidation of N-allyl malonamides followed by thermal or copper-mediated cyclization. The pyrazine products possess an ester and a hydroxy group at 2- and 3-positions of the heterocyclic core, while alkyl- and aryl groups may be introduced at the other positions. We also show how to modify the pyrazines obtained with our method; examples regarding alkylations, side-chain brominations, hydrogenations and cross-couplings are presented.

Graphical abstract: Synthesis of substituted pyrazines from N-allyl malonamides

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Publication details

The article was received on 18 Oct 2017, accepted on 26 Nov 2017 and first published on 07 Dec 2017


Article type: Paper
DOI: 10.1039/C7RA11529F
Citation: RSC Adv., 2017,7, 55594-55597
  • Open access: Creative Commons BY license
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    Synthesis of substituted pyrazines from N-allyl malonamides

    F. Ballaschk, H. Erhardt and S. F. Kirsch, RSC Adv., 2017, 7, 55594
    DOI: 10.1039/C7RA11529F

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