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.
The Vilsmeier-Haack reaction of isoxazolin-5-ones. Synthesis and reactivity of 2-(dialkylamino)-1,3-oxazin-6-ones / E.M. Beccalli, A. Marchesini. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 52:15(1987), pp. 3426-3434. [10.1021/jo00391a048]
The Vilsmeier-Haack reaction of isoxazolin-5-ones. Synthesis and reactivity of 2-(dialkylamino)-1,3-oxazin-6-ones
E.M. BeccalliPrimo
;A. MarchesiniUltimo
1987
Abstract
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.
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