Isoxazoline derivatives. Part VII. Behaviour of 5-acyl-Δ2-isoxazolines with bases. Ring–chain tautomerism of 5-hydroxy-Δ2-pyrrolin-4-ones
- 1 January 1974
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1757-1763
- https://doi.org/10.1039/p19740001757
Abstract
Reaction with bases of 5-acyl-Δ2-isoxazolines gave nitriles, α-diketones, and Δ2-pyrrolin-4-ones. N.m.r. studies revealed that Δ2-pyrrolin-4-ones exhibited ring–chain tautomerism under a large range of solvent polarities. Possible mechanisms for this base-promoted reaction are suggested. N.m.r., i.r., and u.v. data are reported.Keywords
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