The Vilsmeier-Haack reaction on 4-alkylideneisoxazolin-5-ones gives 2-dimethylamino-4-alkenyl-1, 3-oxazin-6-ones. Depending on substitution pattern, from these oxazinones, α-pyrones, 2-pyridones and pyridines may be obtained. The results confirm the thermal equilibrium between 2-dialkylamino-1, 3-oxazin-6-ones, iminoketenes and vinylisocyanates.
Synthesis and reactivity of 2-dimethylamino-4-alkenyl-1, 3-oxazin-6-ones / E.M. Beccalli, A. Marchesini, T. Pilati. - In: TETRAHEDRON. - ISSN 0040-4020. - 45:23(1989), pp. 7485-7500.
Synthesis and reactivity of 2-dimethylamino-4-alkenyl-1, 3-oxazin-6-ones
E.M. BeccalliPrimo
;A. MarchesiniSecondo
;
1989
Abstract
The Vilsmeier-Haack reaction on 4-alkylideneisoxazolin-5-ones gives 2-dimethylamino-4-alkenyl-1, 3-oxazin-6-ones. Depending on substitution pattern, from these oxazinones, α-pyrones, 2-pyridones and pyridines may be obtained. The results confirm the thermal equilibrium between 2-dialkylamino-1, 3-oxazin-6-ones, iminoketenes and vinylisocyanates.
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