SYNTHESIS AND TAUTOMERISM OF 5,5-DISUBSTITUTED 1,2-OXATHIOLAN-4-ONE 2,2-DIOXIDES
DOI:
https://doi.org/10.15407/dopovidi2023.05.057Keywords:
sulfonates, cyclization, keto-enol tautomerism, DFT calculationsAbstract
Efficient and robust methods for the synthesis of 5,5-disubstituted 1,2-oxathiolan-4-one 2,2-dioxides, also known as β-keto-γ-sultones, including those with spatially strained spirocyclic substituents, have been developed. The influence of substituents in the 5th position of the β-keto γ-sultone framework on their ability to enolize and their reactivity was examined. The experimental data were fully supported by DFT calculations.
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