1,4-Oxathiine derivatives

Oxathiins derived from the cyclic diacylthione (60) and glycals by a cycloaddition reaction yield glycosides on desulfurization, offering an alternative approach to glycosyl transfer <96AG(E)777>. 

Oxathiine derivatives lb 301,304 Oxathizine fungicides la 44 Oxazepam la 364 Oxazolidinthione derivatives lb 301 Oxeladine citrate lb 327 Oxidation, aluminium isopropoxide la 59 -, atmospheric oxygen la 60 -, chromic acid la 59, 60 -, hydrogen peroxide la 59 -, iodine la 60... 

The 1,4-oxathiin derivative (66) is useful in the synthesis of p-O-glycosides <97CC2291> and 4,5-benzo-l,2-oxathiin 2-oxides (67) have been used to produce Ceo-based p-benzoquinones <97JOC7585>. 

Onuska, F.I. Comba, M.E. Sodium azide-iodine reagent for the detection of 1,4-oxathiin derivatives by thin-layer chromatography. J. Chromatogr. 1974, 100, 247-248. 

There are also some reports on the formation of the oxathiine derivatives 31-33, resulting from cyclizations of 2-chloro-3-nitro- and 4-chloro-3-nitropyridines with l,4-0,S-bifunctional nucleophiles (Scheme 32) (81JHC479 80JHC589 79TL5035 80JHC1153). 

Dioxins, Oxathiins, Dithiins, and their Benzo Derivatives ... 

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