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1,2-Oxathiine 2,2-dioxides have been obtained from their respective 3,4-dihydro-4-dimethylamino precursors, for the first time, by a mild Cope elimination of the 4-dimethylamino function. The application of the 1,2-oxathiine 2,2-dioxide scaffold in materials chemistry is exemplified by the efficient P-type photochromism of the 5,6-bis(2,5-dimethyl-3-thienyl) substituted oxathiine 2,2-dioxides.
The addition of sulfenes to substituted enaminoketones, followed by a facile Cope elimination, provides access to a novel series of photochromic dithienylethenes containing a 1,2-oxathiine 2,2-dioxide core.