Tetrahedron Letters p. 4329 - 4332 (1991)
Update date:2022-07-29
Topics:
Yung, Tommy W. K.
Sammes, Michael P.
5-Methylmercapto-1,4,2-oxathiazoles, formed by 1,3-dipolar cyclo-addition between nitrile oxides and methyl dithiocarboxylates, are readily solvolysed with strong acid and acyl anhydride to give in high yields the first examples of 1,4,2-oxathiazolium salts.Remarkable similarities between the 13C NMR spectra of these and identically-substituted 1,3,4-oxathiazolium salts suggest that electronically the structures of the isomeric cations are very close.Key Words: 1,4,2-Oxathiazolium; 1,3,4-Oxathiazolium; 1,4,2-Oxathiazole; 1,3-Dipolar Cycloaddition;13C NMR spectra.
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