Thiete 1,1-dioxides 3-thietanone 1,1-dioxide

Treatment of diethyl ketals of 3-thietanone 1,1-dioxide with bases (NaOH, phenyllithium" ) results in the elimination of ethanol to give 3-ethoxythiete 1,1-dioxides, for example, 257. 3-Methoxy-2H-thiete 1,1-dioxide is obtained by elimination of methoxytrimethylsilane from the ketal of 2-trimethylsilyl-3-thietanone 1,1-dioxide. The cycloaddition of ketene yy.,4i7,494b.495a,s93,6oo. 49sa,60i sulfenes derived from... 

Mention has already been made in Section III of the photochemical formation of sulfene from thietanone 1,1-dioxide19, presumably by a [2 + 2] cycloreversion. Lan-gendries and DeSchryver have also observed photochemical electrocyclic ring opening of thiete 1,1-dioxides, e.g. 42, forming either the products of desulfinylation or sulfene trapping122, as in equation 31. 

Other work on four-membered heterocycles containing one sulphur atom includes a study of the vacuum-u.v. photodecomposition of thietan 1,1-dioxide and the formation of a thietanone from a xanthate and diphenylketen, and reports of several thiets. There is evidence that photolysis of (107) in a matrix at 77 K leads to the o-thiobenzoquinone (108), which is interconvertible with the... 

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