The Vilsmeier-Haack Reaction of Isoxazolin-5-ones. Synthesis and Reactivity of 2-(Dialkylamino)-1,3-oxazin-6-ones

Article abstract of DOI:10.1021/jo00391a048

The Vilsmeier-Haack reaction on isoxazolin-5-ones gives 2-(dialkylamino)-1,3-oxazin-6-ones, and a reaction path is proposed depending on substitution pattern of the isoxazolin-5-ones studied.A thermal equilibrium between the oxazinones, imino ketenes, and vinyl isocyanates is hypothesized to explain most of the chemical reactivity of the 2-(dialkylamino)-1,3-oxazin-6-ones.