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†
Stuart
Aiken, 
a
Kelechi
Anozie,
a
Orlando D. C. C.
de Azevedo,
a
Lewis
Cowen,
a
Ross J. L.
Edgar,
a
Christopher D.
Gabbutt,
a
B. Mark
Heron,
*a
Philippa A.
Lawrence,
a
Abby J.
Mills,
a
Craig R.
Rice,
a
Mike W. J.
Urquhart
b
and
Dimitrios
Zonidis
*a
a
Kelechi
Anozie,
a
Orlando D. C. C.
de Azevedo,
a
Lewis
Cowen,
a
Ross J. L.
Edgar,
a
Christopher D.
Gabbutt,
a
B. Mark
Heron,
*a
Philippa A.
Lawrence,
a
Abby J.
Mills,
a
Craig R.
Rice,
a
Mike W. J.
Urquhart
b
and
Dimitrios
Zonidis
*a
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.
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