The chemistry of 5-oxodihydroisoxazoles. VI. The photolysis of 2-arylisoxazol-5(2h)-ones in amines

Kiah H Ang, Rolf H Prager

    Research output: Contribution to journalArticlepeer-review

    14 Citations (Scopus)

    Abstract

    Ethyl 5-oxo-2-phenyl-2, 5-dihydroisoxazole-4-carboxylate (1) undergoes facile photolysis at 300 nm by two pathways in the presence of amines. One pathway gives an isomeric ketene which, in the presence of amines, is trapped as methanetricarboxylic acid amides. The second, by concerted loss of carbon dioxide, gives a carbene, which is trapped as 2, 3-diaminoacrylates.

    Original languageEnglish
    Pages (from-to)477-488
    Number of pages12
    JournalAustralian Journal of Chemistry
    Volume46
    Issue number4
    DOIs
    Publication statusPublished - 1993

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