ChemInform Abstract: Synthetic Studies of the Formation of Oxazoles and Isoxazoles from N-Acetoacetyl Derivatives: Scope and Limitations.
Abstract
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ChemInform Abstract
Treatment of N-acetoacetyl derivatives with NH2OH leads to isoxazoles, whereas reaction with NaN3 generally yields oxazoles. The reactivity of substrates strongly depends on steric and electronic effects. Best results are obtained from substrates containing cyclic amido groups and aliphatic substituents.