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Issue 44, 2019
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Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones

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Abstract

Diversely substituted 1,2-oxathiine 2,2-dioxides, including 3,5,6-triaryl-, 3,6-diaryl-, 3,5-diaryl-, 5,6-diaryl- and selected fused heterocyclic analogues, have been efficiently obtained by the application of a mild Cope elimination of a 4-amino moiety from the requisite 4-amino-3,4-dihydro-1,2-oxathiine 2,2-dioxides, which themselves were readily obtained by the addition of sulfenes to enaminoketones.

Graphical abstract: Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones

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Publication details

The article was received on 26 Jul 2019, accepted on 31 Oct 2019 and first published on 31 Oct 2019


Article type: Paper
DOI: 10.1039/C9OB01657K
Org. Biomol. Chem., 2019,17, 9585-9604

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    Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones

    S. Aiken, K. Anozie, O. D. C. C. de Azevedo, L. Cowen, R. J. L. Edgar, C. D. Gabbutt, B. M. Heron, P. A. Lawrence, A. J. Mills, C. R. Rice, M. W. J. Urquhart and D. Zonidis, Org. Biomol. Chem., 2019, 17, 9585
    DOI: 10.1039/C9OB01657K

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