Journal of the Chemical Society C: Organic

Syntheses with isoxazoles; the production of an isoxazolo [2, 3-a] pyridinium salt, and the photochemical conversion of isoxazole-3-carboxylates into oxazole-2- …

RH Good, G Jones

Index: Good,R.H.; Jones,G. Journal of the Chemical Society [Section] C: Organic, 1971 , p. 1196 - 1198

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Citation Number: 9

Abstract

Cyclisation of 3-(4-ethoxybutyryl) isoxazole (6) gave 4, 5, 6, 7-tetrahydro-4-oxoisoxazolo [2, 3-a] pyridinium bromide (7). An attempt to aromatise the ketone (7) with boiling acetic anhydride was unsuccessful, but bromination gave a dibromo-ketone (9), which was dehydrobrominated to 5-bromo-4-hydroxyisoxazolo [2, 3-a] pyridinium bromide (10). The photochemical conversion of isoxazole-3-carboxylates into the corresponding oxazole-2- ...