A Convenient One-Pot Preparative Method for 4,5-Diarylisoxazoles Involving Amine Exchange Reactions

Esther Domı́nguez, Estíbaliz Ibeas, Edorta Martínez de Marigorta, Jon Kepa Palacios, Raúl SanMartı́n

The Journal of Organic Chemistry · 1996 · 87 citations · 24 references

Concepts

Abstract

4,5-Diarylisoxazoles 1 are efficiently prepared by submitting enaminones 2, readily obtained from deoxybenzoins 3, to oximation conditions. This conversion implies an uncommon amine group exchange reaction. Preparation of 4-isoxazolines 5 and ring-opening transformations to β-keto nitriles 4 and 1,3-amino alcohol derivatives 7 are also described.

References

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