Intramolecular cyclisation of p-hydroxyarylpropan-2-one oximes to 2,5-dienonespiroisoxazolines can be achieved by using bromine, N-bromosuccinimide, or tetrabromocyclohexa-2,5-dienone. With an analogous ortho-phenolic oxime only the last of these was effective, the structure of the 2,4-dienonespiroisoxazoline formed being confirmed by an independent synthesis.
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Forrester et al. (1975) studied this question.
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