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

DOI: 10.1021/jo00391a048

Source and publish data:

Journal of Organic Chemistry p. 3426 - 3434 (1987)

Update date:2022-08-04

Topics:

Authors:

Beccalli, Egle M.

Marchesini, Alessandro

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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.

Full text of DOI:10.1021/jo00391a048

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