Synthesis of Heterocyclic-fused Imidazoles by Pyrolysis of N-Heterocyclic Isoxazol-5(2H)-ones

Steven-Alan Abel, Matthew Eglinton, James Howard, Dylan Hunt, Rolf Prager, Jason Smith

    Research output: Contribution to journalArticlepeer-review

    2 Citations (Scopus)


    The synthesis of heterocyclic-fused imidazoles was achieved by flash vacuum pyrolysis (FVP) of N-heterocyclic isoxazol-5(2H)-ones via an iminocarbene intermediate. Unlike iminocarbenes generated from triazoles, no structural rearrangements were observed during the current synthesis method. We also demonstrated that less volatile isoxazol-5(2H)-one derivatives yield the corresponding imidazoles by condensed phase pyrolysis.

    Original languageEnglish
    Pages (from-to)1228-1233
    Number of pages6
    JournalAustralian Journal of Chemistry
    Issue number8-9
    Publication statusPublished - 2014


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