Thietane 1,1-dioxide ring thiete 1,1-dioxides

A limited amount of 170 NMR chemical shift data is available for thietane 1-oxides and 1,1-dioxides and thiete 1,1-dioxides. These data, summarized along with selected data for rings of other sizes in Table 4, indicate that there is once again a maximum in deshielding... 

The thietane ring of the carboxylate derivative 352 is apparently opened by loss of carbon dioxide. possibly via a thiete intermediate. Isonitriles and ynamines effect ring-expansions of 2,4-bis(imino)thietanes, and similar reactions of enamines and ynamines with tris(imino)thietane, 353 have been reported. The nucleophiles — methanol, ethanethiol, and diethylamine — attack the a-carbon atom of 353, which bears the iminosulfonyl group, to give ring-opened products, for example, 353a. The reactions with sodium azide or hydrazoic acid take a different course. ... 

Gas-phase thermolysis of thietane S-oxide at 500-1130°C and lO Torr provides one method for generation of 1,2-oxathiolane (5) <81JCS(P2)1I66>. As described in the first edition, thermal ring expansion of thiete 1,1-dioxide provides the most convenient access to 1,2-oxathiole 2-oxide (7) and this reaction has also been used to obtain the 3-phenyl- <72TL4781>, 3,5-diphenyl- <77JOC3506>, and... 

The smallest four-membered ring sulfone, thietane-1,1-dioxide (94) and the related thiete-1,1-dioxide (95), were studied using PE and electron transmission (ET) spectroscopies by Gleiter and coworkers62. A comparison with the spectra of halogenated derivatives allows unambiguous assignment of the n ionization and the n attachment... 

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